Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
4-Acetylbenzoic Acid → tert-butyl 5-(4-acetylbenzamido)-1H-indole-2-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 4-Acetylbenzoic Acid | HCID 11470 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| 반응물 | Tert-butyl 5-amino-1H-indole-2-carboxylate | HCID 10633339 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | tert-butyl 5-(4-acetylbenzamido)-1H-indole-2-carboxylate | HCID 59365009 | 98.4% |
반응 단계
A solution of tert-butyl 5-amino-1H-indole-2-carboxylate (220 mg, 0.94 mmol), 4-acetylbenzoic acid (155 mg, 0.94 mmol) and TBTU (303 mg, 0.94 mmol) in DMF (6 mL) at 4° C. was treated with diisopropylethylamine (329 uL, 1.89 mmol) and stirred 40 min at 0˜5° C. The solvent was removed under vacuo. The crude product was chromatographed on silica gel eluted with 1% MeOH in CH2Cl2 to give 2 (350 mg, 98%). 1HNMR DMSO-d6) δ11.66 (bs, 1H), 10.34 (s, 1H), 8.09 (d, 1H, J=8.8 Hz), 8.07 (s, 4H), 7.55 (d, 1H, J=8.8 Hz), 7.41 (d, 1H, J=8.8 Hz), 7.03 (s, 1H), 2.63 (s, 3H), 1.56 (s, 9H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08461117B2 |
| 출처 데이터셋 | uspto-grants-2013_06 |
| ORD ID | ord-650737852aeb440f97911a90e3517d12 |
| 출처 메모 | uspto-grants-2013_06 |