Category: 63126-47-6

As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-2-(Methoxymethyl)pyrrolidine,63126-47-6,Molecular formula: C6H13NO,mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

Cyanuric chloride (11.07 g, 60 mmol) was dissolved in 40 mL CH3CN and was cooled to about -20¡ã C. To this was added DIEA (11.5 mL, 60 mmol) followed by 3-fluoro-4-methoxyaninline (8.47 g, 60 mmol) in 20 mL CH3CN (reaction froze). The reaction was allowed to warm to room temperature after about 1 hour at -20¡ã C. TLC (2percent CH3OH/CH2Cl2) and mass spectroscopy indicated the presence of the compound 124. The reaction mixture was cooled to about 0¡ã C. before adding DIEA (11.5 mL, 66 mmol). 2-Aminomethyl-1-ethylpyrrolidine (7.77 g, 60 mmol) in CH3CN (10 mL) was added. The reaction was allowed to warm to rt and stirred overnight. Then DIEA (11.5 mL, 66 mmol) and S-(+)-2-methoxyethylpyrrolidine (6.91 g, 60 mmol) in 20 mL 1,4-dioxane were added. The reaction was heated at about 50¡ã C. overnight. The solvent was removed in vacuo, and the resulting residue was purified by flash chromatography on silica gel packed in ethyl acetate. The front running impurities were removed and subsequently the eluent was increased in polarity to 10percent CH3OH:ethyl acetate. The material collected from the column was then dissolved in water and extracted in CH2Cl2 (4 times), dried over MgSO4, and concentrated to dryness to give a brown solid 145 (9.7 g, 27.6percent yield), 71-72¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 5.37 min, 90.3percent purity; 1H NMR (600 MHz, CDCl3, 55¡ã C.) delta 7.69 (s, 1H), 7.08 (d, J=7.8 Hz, 1H), 6.86 (t, J=9 Hz, 1H), 4.29 (s, 1H), 3.90-3.96 (m, 1H), 3.84 (s, 3H), 3.63-3.81 (m, 6H), 3.35 (s, 3H), 3.23-3.25 (m, 1H), 2.85 (broad s, 1H), 2.78 (broad s 1H), 2.14 (broad s, 2H), 1.89-2.04 (m, 6H), 1.37 (apparent t, J=7.2 Hz, 3H); 13C NMR (150.8 MHz, CDCl3, 55¡ã C.) delta 165.8, 163.8 (2C), 152.3 (d, Jc-f=243.5 Hz), 143.0 (142.9, rotamer or diastereumer), 133.7 (133.67, rotamer or diastereomer), 115.0, 114.4, 109.1 (108.9, rotamer or diastereomer), 72.8, 66.6, 59.0, 57.0, 56.6, 53.7, 51.0, 46.8, 42.2, 28.4 (28.2, rotamer or diastereomer), 23.1 (23.0, rotamer or diastereomer), 10.9; MS (ESI) m/z 460.2 (M+H, 44.7), 251.1 (47.7), 235.1 (27.5), 231.1 (37.4), 230.6 (100), 214.6 (36.5).

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine,belong chiral-catalyst compound

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO136,mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

1-Tert-Butyl-5- (4-methyl-benzoylamino)-1 H-pyrazolo [3,4-d] thiazole-3- carboxylic acid (50 mg, 0.14 mmoles) was dissolved in 10 ml of anhydrous tetrahydrofuran. Then, 1-hydroxybenzotriazole (23 mg, 0. 168 mmoles) was added followed by addition of N- cyclohexylcarbodiimide N’-methyl polystyrene (155 mg, 0.28 mmoles, loading: 1.8 mmoles/g) and S-2-methoxymethyl pyrrolidine (22 mg, 0.14 mmoles). The mixture was heated at 50¡ãC for overnight. Polymer supported triamine (100 mg, 0.417 mmoles, loading: 4.17 mmoles/g) was added and shaken for 4 hours at 50¡ãC. The resin was filtered off and washed with tetrahydrofuran (2 x 5ml). The filtrate was evaporated in vacuo to give crude product, which was purified by preparative HPLC using MeOH/H2O/TFA solvent system. The combined pure fractions were evaporated in vacuo and further dried on lyophilizer (yield: 36percent, LC: Method A, RT = 4.020 min, MS: M+1 = 456).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine,belong chiral-catalyst compound

Reference£º
Patent; LEXICON GENETICS, INC; WO2005/95420; (2005); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO169,mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

(S)- (+)-2- (METHOXYMETHYL) PYRROLIDINE (320 P1L, 2.59 mmol) was added to a stirred solution OF 4- (2-BROMO-ETHYL)-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ester from Step 2 (797 mg, 2.44 mmol) and TEA (360 RL, 2.58 mmol) in acetonitrile (12 mL). The yellow solution was stirred overnight at rt and concentrated under reduced pressure. The crude residue was diluted with EtOAc, washed with saturated sodium bicarbonate solution and brine, and dried with magnesium sulfate. The solvent was removed to give 591 mg (67percent) of (S)-4- [2- (2-methoxymethyl-pyrrolidin-l-yl)-ethyl]-piperidine-l-carboxylicacid benzyl ester as a yellow oil. MS (ES+) M/Z 361 (M+H).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine,belong chiral-catalyst compound

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/5397; (2005); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

Name is (S)-2-(Methoxymethyl)pyrrolidine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 63126-47-6, its synthesis route is as follows.,63126-47-6

To a mixture of lithium 7-chlorothieno [3,2-b] pyridine-2-carboxylate (6.59 g, 30 [MMOLE)] in DMF (100 [ML)] were added diisopropylethylamine, (6 [ML,] 4.45 g, 34.4 mmole), benzotriazol- 1-yloxytris (pyrrolidino) phosphonium [HEXAFLUOROPHOSPHATE] (16.16 g, 31 mmole) and [S- (+)-2-] (methoxymethyl) pyrrolidine (3.73 g, 32.4 [MMOLE).] The resultant reaction mixture was stirred at ambient temperaure for 16 hours. The crude reaction mixture was poured into water (600 [ML)] and extracted with EtOAc (3 x 200 ml). The combined organic extracts were washed with water (4 x 200 ml), dried over [NA2SO4] and concentrated, in vacuo, to give 8.8 g of an amber oil, which was purified by silica gel chromatography. Elution with Et2O : EtOAc (67: 33) and evaporation of the appropriate fractions gave 6.89 [G] (74percent) of an orange [SYRUP.APOS;H] NMR (DMSO-d6): 8 8.62 (1 H, d, J = 5.0 Hz), 7.88 (1 H, s), 7.35 (1 H, d, J = 5.0 Hz), 4.54-4. 47 [(1 H,] m), 3.93-3. 75 (2H, m), 3.71-3. 55 (2H, m), 3.37 (3H, s), 2.15-1. 92 (4H, [M). ANAL. CALCD.] for [C14H1SN202SCI] : [C,] 54.10 ; H, 4.87 ; N, 9.01 ; S, 10.32 ; Cl, 11.41. Found: C, 53.96

With the complex challenges of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine

Reference£º
Patent; PFIZER INC.; WO2003/106462; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.63126-47-6,(S)-2-(Methoxymethyl)pyrrolidine,as a common compound, the synthetic route is as follows.,63126-47-6

Cyanuric chloride (11.07 g, 60 mmol) was dissolved in 40 mL CH3CN and was cooled to about -20¡ã C. To this was added DIEA (11.5 mL, 60 mmol) followed by 3-fluoro-4-methoxyaninline (8.47 g, 60 mmol) in 20 mL CH3CN (reaction froze). The reaction was allowed to warm to room temperature after about 1 hour at -20¡ã C. TLC (2percent CH3OH/CH2Cl2) and mass spectroscopy indicated the presence of the compound 124. The reaction mixture was cooled to about 0¡ã C. before adding DIEA (11.5 mL, 66 mmol). 2-Aminomethyl-1-ethylpyrrolidine (7.77 g, 60 mmol) in CH3CN (10 mL) was added. The reaction was allowed to warm to rt and stirred overnight. Then DIEA (11.5 mL, 66 mmol) and S-(+)-2-methoxyethylpyrrolidine (6.91 g, 60 mmol) in 20 mL 1,4-dioxane were added. The reaction was heated at about 50¡ã C. overnight. The solvent was removed in vacuo, and the resulting residue was purified by flash chromatography on silica gel packed in ethyl acetate. The front running impurities were removed and subsequently the eluent was increased in polarity to 10percent CH3OH:ethyl acetate. The material collected from the column was then dissolved in water and extracted in CH2Cl2 (4 times), dried over MgSO4, and concentrated to dryness to give a brown solid 145 (9.7 g, 27.6percent yield), 71-72¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 5.37 min, 90.3percent purity; 1H NMR (600 MHz, CDCl3, 55¡ã C.) delta 7.69 (s, 1H), 7.08 (d, J=7.8 Hz, 1H), 6.86 (t, J=9 Hz, 1H), 4.29 (s, 1H), 3.90-3.96 (m, 1H), 3.84 (s, 3H), 3.63-3.81 (m, 6H), 3.35 (s, 3H), 3.23-3.25 (m, 1H), 2.85 (broad s, 1H), 2.78 (broad s 1H), 2.14 (broad s, 2H), 1.89-2.04 (m, 6H), 1.37 (apparent t, J=7.2 Hz, 3H); 13C NMR (150.8 MHz, CDCl3, 55¡ã C.) delta 165.8, 163.8 (2C), 152.3 (d, Jc-f=243.5 Hz), 143.0 (142.9, rotamer or diastereumer), 133.7 (133.67, rotamer or diastereomer), 115.0, 114.4, 109.1 (108.9, rotamer or diastereomer), 72.8, 66.6, 59.0, 57.0, 56.6, 53.7, 51.0, 46.8, 42.2, 28.4 (28.2, rotamer or diastereomer), 23.1 (23.0, rotamer or diastereomer), 10.9; MS (ESI) m/z 460.2 (M+H, 44.7), 251.1 (47.7), 235.1 (27.5), 231.1 (37.4), 230.6 (100), 214.6 (36.5).

As the paragraph descriping shows that 63126-47-6 is playing an increasingly important role.

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (S)-2-(Methoxymethyl)pyrrolidine, and cas is 63126-47-6, its synthesis route is as follows.,63126-47-6

Step 2: (S)-ferf-Butyl 2-(4-((2-(methoxymethyl)pyrrolidin-l-yl)methyl)benzamido)-4-(thiophen- 2-yl)phenylcarbamate (75); [0708] To a solution of chloride 74 (0.30 g, 0.68 mmol) in DCM (7 mL) was added (S)-2- (methoxymethyl)pyrrolidine (86 mg, 0.75 mmol), K2CO3 (0.31 g, 2.24 mmol) and NaI (12 mg, 0.075 mmol). Acetone (3 mL) was added and the reaction mixture was heated to reflux for 3 days then concentrated. The residue was taken up in AcOEt, washed with H2O, brine, dried overMgSO4, filtered and concentrated to give title compound 75 (0.323 g, 91percent yield).[0709] 1H NMR (DMSO-de) delta (ppm): 9.87 (s, IH), 8.72 (s, IH), 7.91 (d, J= 8.4 Hz, 2H),7.80 (d, J= 2.2 Hz, IH), 7.59 (d, J= 8.6 Hz, IH), 7.51 (dd, J= 4.9, 1.0 Hz, IH), 7.49 (dd, J= 8.4,2.3 Hz, IH), 7.45 (d, J= 8.6 Hz, 2H), 7.44 (dd, J= 3.7, 1.0 Hz, IH), 7.11 (dd, J= 12.5 Hz, IH),3.39 (q, J= 5.7 Hz, IH), 2.79 to 2.75 (m, IH), 2.73 to 2.67 (m, IH), 2.15 (q, J= 7.6 Hz, IH), 1.86(dq, J= 11.9, 7.8 Hz, IH), 1.66 to 1.58 (m, IH), 1.54 to 1.46 (m, IH), 1.44 (s, 9H).

With the complex challenges of chemical substances, we look forward to future research findings about 63126-47-6,belong chiral-catalyst compound

Reference£º
Patent; METHYLGENE INC.; WO2007/118137; (2007); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.63126-47-6,(S)-2-(Methoxymethyl)pyrrolidine,as a common compound, the synthetic route is as follows., Author tianliPosted on 02/11/2020Categories 63126-47-6, chiral-catalystTags M.W:100-200

(S)-2-(Methoxymethyl)pyrrolidine, cas is 63126-47-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,63126-47-6

Step 8: 7-Chloro-8-{[(2S)-2-(methoxymethyl)pyrrolidin-1-yl-]sulfonyl}-3,4-dihydropyrimido[1,2-a]indol-10(2H)-one To a solution of 7-chloro-10-oxo-2,3,4,10-tetrahydropyrimido[1,2-a]indole-8-sulfonyl chloride (0.140 g, 0.439 mmol) in CH2Cl2 (10 mL) was added (S)-(+)-2-(methoxymethyl)pyrrolidine (0.119 g, 0.965 mmol, 2.2 eq) drop-wise with cooling in an ice bath under a dry N2 atmosphere. After stirring at room temperature for 1.5 hr, the mixture was quenched with H2O (10 mL) and extracted with EtOAc (3*). The combined organic extracts were dried over MgSO4, filtered, and concentrated to give a film on glass. The film was combined with the product of an earlier run and purified on Biotage KP silica gel eluding with a step gradient of 20/80 petroleum ether/EtOAc, followed by 100percent EtOAc to give the title compound as a bright yellow solid (0.104 g, 52.3percent yield). Anal. Calc’d. for C17H20ClN3O4S. 0.2H2O: C, 50.86; H, 5.12; N, 10.47; Found, C, 50.82; H, 5.00; N, 10.31; NMR (400 MHz, DMSO-d6): consistent. MS: (ES-) m/z 396/398 [M-H] 1 chlorine pattern observed. m.p.: 127-130¡ã C. HRMS: consistent ESI Adduct [M+H]Exact 398.09358, Expt’l 398.09411, mmu 0.53, ppm 1.34, RIpercent 100.

63126-47-6 is used more and more widely, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine

Reference£º
Patent; Wyeth; US2005/250798; (2005); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

(S)-2-(Methoxymethyl)pyrrolidine, cas is 63126-47-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,63126-47-6

To a 100 mL RBF, was [ADD ][~)-^-INETHOXYMETHYL-PYNOLIDINE] (0.172 g, 1.5 mmol), and 50 mL [DICHLOROME ; HANE] at [0 oC] under nitrogen. 0.35 mL diisopropylethylamine (2.0 mmol) was added drop wise, and stirred for 10 min. 2- [CHLORO-6- (2-CHLOROPYRIDIN-4-YL)-3-METHYL-5-M-TOLYL-3H-PYRIMIDIN-4-ONE] (0.345 g, 1.0 mmol) was added in one portion, and stirred at [0 oC] to rt for 12 h. The mixture was diluted with 100 mL dichloromethane, washed with sat. [NAHC03] and brine. After purified by flash chromatography, the title compound was obtained in 0.40 g as pale yellow solid. MS (ES+): 425 [(M+H) +.]

With the rapid development of chemical substances, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine

Reference£º
Patent; AMGEN INC.; WO2003/99808; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

63126-47-6, (S)-2-(Methoxymethyl)pyrrolidine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,63126-47-6

Cyanuric chloride (11.07 g, 60 mmol) was dissolved in 40 mL CH3CN and was cooled to about -20¡ã C. To this was added DIEA (11.5 mL, 60 mmol) followed by 3-fluoro-4-methoxyaninline (8.47 g, 60 mmol) in 20 mL CH3CN (reaction froze). The reaction was allowed to warm to room temperature after about 1 hour at -20¡ã C. TLC (2percent CH3OH/CH2Cl2) and mass spectroscopy indicated the presence of the compound 124. The reaction mixture was cooled to about 0¡ã C. before adding DIEA (11.5 mL, 66 mmol). 2-Aminomethyl-1-ethylpyrrolidine (7.77 g, 60 mmol) in CH3CN (10 mL) was added. The reaction was allowed to warm to rt and stirred overnight. Then DIEA (11.5 mL, 66 mmol) and S-(+)-2-methoxyethylpyrrolidine (6.91 g, 60 mmol) in 20 mL 1,4-dioxane were added. The reaction was heated at about 50¡ã C. overnight. The solvent was removed in vacuo, and the resulting residue was purified by flash chromatography on silica gel packed in ethyl acetate. The front running impurities were removed and subsequently the eluent was increased in polarity to 10percent CH3OH:ethyl acetate. The material collected from the column was then dissolved in water and extracted in CH2Cl2 (4 times), dried over MgSO4, and concentrated to dryness to give a brown solid 145 (9.7 g, 27.6percent yield), 71-72¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2):CH3OH:CH3CN], 264 nm, Rt 5.37 min, 90.3percent purity; 1H NMR (600 MHz, CDC3, 55¡ã C.) delta 7.69 (s, 1H), 7.08 (d, J=7.8 Hz, 1H), 6.86 (t, J=9 Hz, 1H), 4.29 (s, 1H), 3.90-3.96 (m, 1H), 3.84 (s, 3H), 3.63-3.81 (m, 6H), 3.35 (s, 3H), 3.23-3.25 (m, 1H), 2.85 (broad s, 1H), 2.78 (broad s 1H), 2.14 (broad s, 2H), 1.89-2.04 (m, 6H), 1.37 (apparent t, J=7.2 Hz, 3H); 13C NMR (150.8 MHz, CDCl3, 55¡ã C.) delta 165.8, 163.8 (2C), 152.3 (d, Jc-f=243.5 Hz), 143.0 (142.9, rotamer or diastereumer), 133.7 (133.67, rotamer or diastereomer), 115.0, 114.4, 109.1 (108.9, rotamer or diastereomer), 72.8, 66.6, 59.0, 57.0, 56.6, 53.7, 51.0, 46.8, 42.2, 28.4 (28.2, rotamer or diastereomer), 23.1 (23.0, rotamer or diastereomer), 10.9; MS (ESI) mn/z 460.2 (M+H, 44.7), 251.1 (47.7), 235.1 (27.5), 231.1 (37.4), 230.6 (100), 214.6 (36.5).

The synthetic route of 63126-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare