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

HRID 82492

反応式

HRID 82492 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
25 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-f7e798326e974114812ded31a5c65c31
出典データセット
uspto-grants-2014_09
特許番号
US08846721B2

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