2-Butenoic acid, 3-amino-, 1-methylethyl ester → Isradipine

HRID 2054703

반응식

HRID 2054703 반응식
[CH3:1][O:2][C:3](=[O:18])[C:4]([C:15](=O)[CH3:16])=[CH:5][C:6]1[C:11]2=[N:12][O:13][N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1.[CH:19]([O:22][C:23](=[O:28])/[CH:24]=[C:25](\[NH2:27])/[CH3:26])([CH3:21])[CH3:20]>C(O)C>[CH3:16][C:15]1[NH:27][C:25]([CH3:26])=[C:24]([C:23]([O:22][CH:19]([CH3:21])[CH3:20])=[O:28])[CH:5]([C:6]2[C:11]3=[N:12][O:13][N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)[C:4]=1[C:3]([O:2][CH3:1])=[O:18]

참가 물질

4

반응물 2

HCID 111372742-Butenoic acid, 3-amino-, 1-methylethyl esterHCID 534332132-Acetyl-3-benzofurazan-4-yl-acrylic acid methyl ester

생성물 1

HCID 3784Isradipine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To achieve the afore-mentioned objects, the present invention provides for a process for the manufacture of the Isradipine which, involves two steps. In the first step 2,1,3-benzoxadiazole-4-carboxaldehyde is reacted with methyl acetoacetate in the presence of acetic acid and piperidine in diisopropyl ether. The product 2-acetyl-3-benzofurazan-4-yl-acrylic acid methyl ester is isolated and purified to get substantially high purity product with less than 0.3% 2,1,3-benzoxadiazole-4-carboxaldehyde content present in the purified product. In the second step the purified intermediate 2-acetyl-3-benzofurazan-4-yl-acrylic acid methyl ester is reacted with isopropyl-β-aminocrotonate in ethanol at 25 to 35° C. The crude Isradipine is crystallised from ethanol to get pure Isradipine having substantially higher purity and containing lower amount of the symmetrical ester isomers (III) and (IV).

후처리

  1. customThe crude Isradipine is crystallised from ethanol

출처 및 근거

ORD 기록
ord-692baaac077a4a7ca118e074f4c89d5e
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07329756B2

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