Share a compound : 63126-47-6

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

(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

Method B Methyl bromoacetate (199 pI, 2.10 mmol) was added to a mixture of (S)-2- methoxymethyl pyrrolidine (268 pI, 2.17 mmol), potassium carbonate (319 mg, 2.31 mmol) and sodium iodide (315 mg, 2.10 mmol) in acetonitrile (3 ml). The mixture was subjected to microwave irradiation for 5 min at 160¡ãC, then partitioned between dichloromethane and water. The aqueous layer was extracted with dichloromethane and the combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. Purification by flash column chromatography eluting with 0-10percent (v/v) methanol in dichloromethane afforded (S)- (2-methoxymethyl-pyrrolidin-1- yl) acetic acid methyl ester (133 mg, 0.71 mmol).

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

Reference£º
Patent; AKZO NOBEL N.V.; WO2005/89754; (2005); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Downstream synthetic route of 63126-47-6

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

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

EXAMPLE 10 ; 8-12-[2-(2-(S)-Methoxymethyl-pyrrolidin-1-yl)-ethyl]-benzofuran-5-yl)-6,7-dihydro-5H-1,4,8a-triaza-s-indacene: Methanesulfonic acid 2-[5-(6,7-dihydro-5H-1,4,8a-triaza-s-indacen-8-yl)-benzo-furan-2-yl]-ethyl ester (0.085 mmol) described above was dissolved in acetonitrile (2 ml) followed by addition of 2-(S)-methoxymethylpyrrolidine (0.85 mmol) and potassium carbonate (0.425 mmol) and heated to 70¡ã C. for 24 hours. The reaction was cooled, filtered and concentrated. The residue was purified via preparative HPLC to give the title compound. [M+1]+ calc’d for C25H29N4O2, 417; found, 417.

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

Reference£º
Patent; Athersys, Inc.; US2006/9451; (2006); A1;,
Chiral Catalysts
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Brief introduction of 63126-47-6

63126-47-6 (S)-2-(Methoxymethyl)pyrrolidine 671217, achiral-catalyst compound, is more and more widely used in various fields.

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

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

63126-47-6 (S)-2-(Methoxymethyl)pyrrolidine 671217, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2003/106462; (2003); A1;,
Chiral Catalysts
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Some tips on 63126-47-6

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

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

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.

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

Reference£º
Patent; Wyeth; US2005/250798; (2005); A1;,
Chiral Catalysts
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Simple exploration of 63126-47-6

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

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

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) +.]

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

Reference£º
Patent; AMGEN INC.; WO2003/99808; (2003); A1;,
Chiral Catalysts
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Extracurricular laboratory: Synthetic route of 63126-47-6

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

(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

General procedure: A mixture of aldehyde (1.97 mmol), amine (1.97 mmol), acetylene (2.95 mmol), and thecorresponding supported Au catalyst (1percent wt, 60 mg, 0.002 mmol) was heated at 60 ¡ãC for 8 h,after which time the solution was cooled and the catalyst was removed by filtration. The filtrate wasevaporated under reduced pressure to afford propargylamine 5. Yields were determined by integration of the 1H-NMR spectra of the crude reaction mixtures. After separation and washing with n-pentane,the catalyst was reused intact for the next reaction without any further pre-treatment.

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

Reference£º
Article; Soengas, Raquel; Navarro, Yolanda; Iglesias, Maria Jose; Lopez-Ortiz, Fernando; Molecules; vol. 23; 11; (2018);,
Chiral Catalysts
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Application of 63126-47-6

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

A common heterocyclic compound, the chiral-catalyst compound, name is (S)-2-(Methoxymethyl)pyrrolidine,cas is 63126-47-6, mainly used in chemical industry, its synthesis route is as follows.,63126-47-6

EXAMPLE 10 ; 8-12-[2-(2-(S)-Methoxymethyl-pyrrolidin-1-yl)-ethyl]-benzofuran-5-yl)-6,7-dihydro-5H-1,4,8a-triaza-s-indacene: Methanesulfonic acid 2-[5-(6,7-dihydro-5H-1,4,8a-triaza-s-indacen-8-yl)-benzo-furan-2-yl]-ethyl ester (0.085 mmol) described above was dissolved in acetonitrile (2 ml) followed by addition of 2-(S)-methoxymethylpyrrolidine (0.85 mmol) and potassium carbonate (0.425 mmol) and heated to 70¡ã C. for 24 hours. The reaction was cooled, filtered and concentrated. The residue was purified via preparative HPLC to give the title compound. [M+1]+ calc’d for C25H29N4O2, 417; found, 417.

As the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

Reference£º
Patent; Athersys, Inc.; US2006/9451; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Brief introduction of 63126-47-6

63126-47-6 (S)-2-(Methoxymethyl)pyrrolidine 671217, achiral-catalyst compound, is more and more widely used in various.

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

Method B Methyl bromoacetate (199 pI, 2.10 mmol) was added to a mixture of (S)-2- methoxymethyl pyrrolidine (268 pI, 2.17 mmol), potassium carbonate (319 mg, 2.31 mmol) and sodium iodide (315 mg, 2.10 mmol) in acetonitrile (3 ml). The mixture was subjected to microwave irradiation for 5 min at 160¡ãC, then partitioned between dichloromethane and water. The aqueous layer was extracted with dichloromethane and the combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. Purification by flash column chromatography eluting with 0-10percent (v/v) methanol in dichloromethane afforded (S)- (2-methoxymethyl-pyrrolidin-1- yl) acetic acid methyl ester (133 mg, 0.71 mmol).

63126-47-6 (S)-2-(Methoxymethyl)pyrrolidine 671217, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Patent; AKZO NOBEL N.V.; WO2005/89754; (2005); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Introduction of a new synthetic route about 63126-47-6

With the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

(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

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).

With the rapid development of chemical substances, we look forward to future research findings about 63126-47-6

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
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Simple exploration of 63126-47-6

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

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

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).

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

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