Nicotinic Acid → [(Pyridine-3-carbonyl)-amino]-acetic acid 4-allyl-2-methoxy-phenyl ester

HRID 82492

반응식

HRID 82492 반응식
[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11](=[O:14])[CH2:12][NH2:13])=[C:6]([O:15][CH3:16])[CH:5]=1)[CH:2]=[CH2:3].[CH:17]1[CH:22]=[N:21][CH:20]=[C:19]([C:23](O)=[O:24])[CH:18]=1.CN1CCOCC1.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11](=[O:14])[CH2:12][NH:13][C:23]([C:19]2[CH:20]=[N:21][CH:22]=[CH:17][CH:18]=2)=[O:24])=[C:6]([O:15][CH3:16])[CH:5]=1)[CH:2]=[CH2:3]

참가 물질

6

반응물 4

HCID 938Nicotinic AcidHCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 69920127Amino-acetic acid 4-allyl-2-methoxy-phenyl ester

생성물 1

HCID 53340886[(Pyridine-3-carbonyl)-amino]-acetic acid 4-allyl-2-methoxy-phenyl ester수율 43%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
25 °C

실험 절차

To a solution of Amino-acetic acid 4-allyl-2-methoxy-phenyl ester (510 mg, 1.7 mmol), in DCM (20 mL) were added niacin (0.23 g, 1.9 mmol), N-methyl morpholine (0.96 mL, 8.8 mmol), EDC.HCl (0.67 g, 3.5 mmol) at ice temperature (0° C.). The mixture was allowed to stir at room temperature (25° C.) over a period of 2 hrs. The resulting mixture was diluted with DCM (200 mL) washed with water (2×100 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of the solvent was purified by silica gel column chromatography to obtain product as off-white solid (210 mg, 43%).

후처리

  1. washwashed with water (2×100 mL)
  2. dry with materialdried over sodium sulphate
  3. customThe crude product obtained upon evaporation of the solvent
  4. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-f7e798326e974114812ded31a5c65c31
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846721B2

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