Some tips on 625471-18-3

625471-18-3, 625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

625471-18-3, (S)-tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3-(2-chloro-5-ethylpyrimidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole-6-carbonitrile (0.26 g, 707 umol, 1.00 eq), tert-butyl (S)-3-aminopiperidine-1-carboxylate (170 mg, 848 umol, 1.20 eq), Pd2(dba)3 (64.7 mg, 70.7 umol, 0.10 eq), BINAP (44.0 mg, 70.7 umol, 0.10 eq) and Cs2CO3 (461 mg, 1.41 mmol, 2.00 eq) in dioxane (10 mL) was degassed and purged with N2 for 3 times, and then the mixture was stirred at 120C for 5 hrs under N2 atmosphere. TLC (Petroleum ether: EtOAc = 1: 1, Rf = 0.24) and HPLC indicated one major new spot with larger polarity was detected. The reaction mixture was added silicone to remove Pd2(dba)3 (64.7 mg, 70.7 umol, 0.10 eq), the mixture was stirred 30 mins then was filtered and the solvent was concentrated under reduced pressure to give a residue. The residue was purified by prep-TLC (Petroleum ether: EOAc = 1: 1). tert-butyl (3S)-3-((4-(6-cyano-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-5-ethylpyrimidin-2-yl)amino)piperidine-1-carboxylate (0.15 g, 282 umol, 40percent yield) was obtained as red oil.

625471-18-3, 625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; MARINEAU, Jason, J.; ZAHLER, Robert; CIBLAT, Stephane; WINTER, Dana, K.; KABRO, Anzhelika; ROY, Stephanie; SCHMIDT, Darby; CHUAQUI, Claudio; MALOJCIC, Goran; PIRAS, Henri; WHITMORE, Kenneth, Matthew; LUND, Kate-Iyn; SINKO, Bill; SPROTT, Kevin; (418 pag.)WO2018/13867; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 625471-18-3

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

625471-18-3, (S)-tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Fluorophenylisocyanate (137 mg, 1 rnrnol) was slowly dropped into a solution of (S)-3-amino-l-N-Boc-piperidine (200 mg, 1 mmol) in DCM (2 mL). The reaction mixture was stirred at ambient temperature for 2h and then the solvent was evaporated under reduced pressure to afford a residue oil (337 mg), which was used for the next step without further purification. Yield: 100percent; LCMS (RT): 7.9 min (Method B); MS (ES+) gave m/z: 338.1., 625471-18-3

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ADDEX PHARMACEUTICALS SA; WO2006/123244; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 625471-18-3

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

625471-18-3, (S)-tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Fluorophenylisocyanate (137 mg, 1 rnrnol) was slowly dropped into a solution of (S)-3-amino-l-N-Boc-piperidine (200 mg, 1 mmol) in DCM (2 mL). The reaction mixture was stirred at ambient temperature for 2h and then the solvent was evaporated under reduced pressure to afford a residue oil (337 mg), which was used for the next step without further purification. Yield: 100percent; LCMS (RT): 7.9 min (Method B); MS (ES+) gave m/z: 338.1., 625471-18-3

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ADDEX PHARMACEUTICALS SA; WO2006/123244; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 625471-18-3

625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

625471-18-3, (S)-tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

625471-18-3, 1,1-Dimethylethyl (3S)-3-AMINOPIPERIDINE-L-CARBOXYLATE (2. 1G, 10. 5MMOL), cyclopentanone (4.65mL, 52. 5MMOL), and 10percent palladium on carbon (0.2g) in methanol (80ML) were hydrogenated at 60psi overnight in a Parr hydrogenator. The catalyst was filtered off and the filtrate evaporated in vacuo. The resultant oil was purified by flash chromatography on silica, eluting with ethyl ACETATE/CYCLOHEXANE (15: 85 to 30: 70), to give the title compound as an oil.

625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2005/305; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 625471-18-3

625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.625471-18-3,(S)-tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,625471-18-3

Amino derivative 43a (1.05 g, 5.24 mmol), 2,5-diamino-4,6-dichloropyrimidine 17 (1.03 g, 5.76 mmol), and triethylamine (3.1 ml, 22.53 mmol) were suspended in n-butanol (80 ml) and heated to 140 ¡ãC in a pressure vessel over 48 h. After the reaction was completed, the solvent was evaporated and the residue chromatographed on a silica gel using a linear gradient of ethyl acetate in toluene. The product was obtained in a 54percent yield (969 mg, 2.82 mmol) as a light orange foam.1H NMR, 13C NMR, and IR spectra were identical to those of 33b. HRMS (ESI) C14H24O2N6Cl (M+H)+ calcd 343.1644, found 343.1645; [alpha]D20 -31.1 (c 0.106, EtOH).

625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

Reference£º
Article; Kovac?kova?, Son?a; Drac?i?nsky?, Martin; Rejman, Dominik; Tetrahedron; vol. 67; 7; (2011); p. 1485 – 1500;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 625471-18-3

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

625471-18-3, (S)-tert-Butyl 3-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

625471-18-3, l-Boc-3-(S)-aminopiperidine (120.0 g, 0.599 mol) was dissolved in 2- methyltetrahydrofuran (540 ml). Pyridine (58.14 ml, 0.719 mol) was added, followed by a line- wash of 2-methyltetrahydrofuran (60 ml). Chloroacetyl chloride (55.32 ml, 0.689 mol) was added dropwise, maintaining the temperature at about 21-25¡ãC, followed by a line wash of 2- methyltetrahydrofuran (60 ml). After 2.5 h at ambient temperature, the reaction mixture was sampled for conversion to 6 by HPLC before the addition of a 16percent w/w aqueous solution of sodium chloride (360 ml). The mixture was stirred for 30 min before separating off the aqueous phase.

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/133389; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 625471-18-3

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.625471-18-3,(S)-tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

625471-18-3, 1, 1-Dimethylethyl-(3S)-3-aminopiperidine-1-carboxylate (2g, 11mmol), 4H- tetrahydropyran-4-one (1. lg, llmmol) and dichloroethane (40mL) were stirred under nitrogen at room temperature for 15 min. Sodium triacetoxyborohydride (2.9g, 14mmol) was added in 3 lots over 30 minutes and stirred overnight. The reaction was diluted with water (50mL) and made basic by addition of 2N NaOH solution. After stirring for lh, the mixture was extracted into dichloromethane, and the combined organic extracts washed with brine, dried (MgSO4), filtered and evaporated in vacuo to give the title compound as an oil

The synthetic route of 625471-18-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2005/60949; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 625471-18-3

625471-18-3, 625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.625471-18-3,(S)-tert-Butyl 3-aminopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

(S)-tert-butyl 3-(l ‘-oxo-2 ‘ ,3 ‘-dihydro- 1 -spiro [cyclobutane- 1 ,4 ‘-pyrazino [1 ,2- a]indol]-7′-ylcarboxamido)piperidine-l-carboxylate (1): To a mixture of -oxo-2′,3′-dihydro- H-spiro[cyclobutane-l,4′-pyrazino[l,2-a]indole]-7’-carboxylic acid (intermediate 7, Example 78; 150 mg, 0.55 mmol) and (S)-tert-butyl 3-aminopiperidine-l-carboxylate (111 mg, 0.55 mmol) in dry DMF (5.0 mL) were added DMAP (169 mg, 1.38 mmol) followed by EDCI.HC1 (213 mg, 1.11 mmol). The resultant reaction mixture was stirred at room temperature under nitrogen atmosphere for 14 h. The reaction mixture was diluted with ice water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layers were further washed with brine solution (20 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 1 (190 mg, 76percent) as white solid. 1H NMR (500 MHz, DMSO-d6): delta 1.37 (s, 9H), 1.45 (m, 2H), 1.60 (m, 1H), 1.73 (m, 1H), 1.90 (m, 1H), 2.07 (m, 3H), 2.30 (m, 2H), 2.98 (m, 2H), 3.70 (m, 3H), 3.81 (m, 2H), 7.13 (s, 1H), 7.63 (d, J = 8.0 Hz, 1H), 7.74 (d, J = 8.5 Hz, 1H), 8.30 (m, 2H), 8.35 (s, 1H). MS m/z (M+H): 453.0

625471-18-3, 625471-18-3 (S)-tert-Butyl 3-aminopiperidine-1-carboxylate 1501975, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; CELGENE AVILOMICS RESEARCH, INC.; ALEXANDER, Matthew David; MCDONALD, Joseph John; NI, Yike; NIU, Deqiang; PETTER, Russell C.; QIAO, Lixin; SINGH, Juswinder; WANG, Tao; ZHU, Zhendong; WO2014/149164; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem