참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diethyl Pyrocarbonate | HCID 3051 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | N-benzyl-4-(1H-indol-3-yl)butanamide | HCID 3499346 | — |
| 반응물 | Methyl 4-aminomethylsalicylate hydrochloride | HCID 22556073 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | N-(3-hydroxy-4-methoxycarbonylbenzyl)-3-(3-indolyl)propanamide | HCID 10360655 | 50% |
반응 단계
A solution of 3-(3-indolyl)propanoic acid [II: R1 =R3 =H, R2 =(CH2)2COOH] (1.50 g), triethylamine (10 mL) and crude methyl 4-(aminomethyl)-2-hydroxybenzoate hydrochloride (3.46 g) in DMF (20 mL) was stirred at 20° C. for 10 minutes, then cooled to 0° C. DEPC (98%, 1.47 mL) was added, then the mixture was stirred at 20° C. for 17 hours. Workup and chromatography on silica gel, eluting with EtOAc:light petroleum (1: 1) gave N-(3-hydroxy-4-methoxycarbonyl-benzyl) -3-(3-indolyl)propanamide [II: R1 =R3 =H, R2 =(CH2)2CONHCH2Ph{3-OH, 4-COOMe}] (1.40 g, 50%); mp (EtOAc/light petroleum) 132°-133° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05464861 |
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| 출처 데이터셋 | uspto-grants-1995_11 |
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| ORD ID | ord-0a7fa92b4b734a64aa6fcc8660806e67 |
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| 출처 메모 | uspto-grants-1995_11 |
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