참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Benzocaine | HCID 2337 | — |
| 반응물 | Methyl indole-6-carboxylate | HCID 639844 | — |
| 반응물 | HCID 16051865 | HCID 16051865 | — |
| 반응물 | Methyl indoline-6-carboxylate | HCID 16244446 | — |
| 반응물 | 1-[(tert-butoxy)carbonyl]-2,3-dihydro-1H-indole-6-carboxylic acid | HCID 18354849 | — |
| 반응물 | 1-tert-butyl 6-methyl 2,3-dihydro-1H-indole-1,6-dicarboxylate | HCID 66575048 | — |
| 생성물 | 4-[(2,3-dihydro-1H-indole-6-carbonyl)-amino]-benzoic acid ethyl ester | HCID 68696720 | — |
반응 단계
4-{[1-(3,5-Dichloro-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid, MS (ISP): m/e=488.9 (M−H), was prepared in analogy to example 14, steps 1 to 6. Step 1 was performed starting from 1H-indole-6-carboxylic acid methyl ester, which was reduced to 2,3-dihydro-1H-indole-6-carboxylic acid methyl ester (see also example 34). This was protected in step 2 to 2,3-dihydro-indole-1,6-dicarboxylic acid 1-tert-butyl ester 6-methyl ester, which was then hydrolyzed to 2,3-dihydro-indole-1,6-dicarboxylic acid 1-tert-butyl ester in step 3. Step 4 was performed using 4-amino-benzoic acid ethyl ester, yielding 4-[(2,3-dihydro-1H-indole-6-carbonyl)-amino]-benzoic acid ethyl ester. This was reacted with 3,5-dichloro-benzenesulfonyl chloride in step 5, yielding 4-{[1-(3,5-dichloro-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid, which was hydrolyzed in step 6.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07713996B2 |
|---|
| 출처 데이터셋 | uspto-grants-2010_05 |
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| ORD ID | ord-996da454903e4198938d665a92b005cb |
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| 출처 메모 | uspto-grants-2010_05 |
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