반응식
C(N(CC)CC)C.Cl.[CH3:9][O:10][C:11](=[O:24])[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][NH2:19])[C:13]=1[C:20]([O:22][CH3:23])=[O:21].[CH:25]1([C:28](Cl)=[O:29])[CH2:27][CH2:26]1>ClCCl>[CH3:9][O:10][C:11](=[O:24])[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][NH:19][C:28]([CH:25]2[CH2:27][CH2:26]2)=[O:29])[C:13]=1[C:20]([O:22][CH3:23])=[O:21]참가 물질
반응 조건
- 온도
- 4 °C
실험 절차
Triethylamine (1.87 g, 18 mmol) was added dropwise to a stirred suspension of methyl-3-(aminomethyl)-2-(methoxycarbonyl)benzoate hydrochloride (2.0 g, 7 mmol) in dichloromethane (40 ml). The mixture was cooled in an ice bath to 4° C. Cyclopropylcarbonyl chloride (0.99 g, 9 mmol) was added slowly at 4–8° C. After addition, the mixture was stirred in ice bath for 30 min and then warmed to room temperature for 2 hours. The mixture was washed with water (2×30 ml), brine (30 ml) and dried. Solvent was removed in vacuo and the product was purified by flash chromatography (dichloromethane/ethyl acetate 9 to 1) to give 2.1 g (93%) of the product as a white solid: 1H NMR (CDCl3) (7.87 (d, J=7.8 Hz, 1H), 7.63 (d, J=7.7 Hz, 1H), 7.46 (t, J=7.77 Hz, 1H), 6.31 (m, 1H), 4.43 (d, J=6.0 Hz, 2H), 3.95 (s, 3H), 3.90 (s, 3H), 1.36–1.29 (m, 1H), 0.99–0.93 (m, 2H), 0.76–0.69 (m, 2H).
후처리
- additionAfter addition
- temperaturewarmed to room temperature for 2 hours
- washThe mixture was washed with water (2×30 ml), brine (30 ml)
- customdried
- customSolvent was removed in vacuo
- customthe product was purified by flash chromatography (dichloromethane/ethyl acetate 9 to 1)
출처 및 근거
- ORD 기록
- ord-f680c87b1bd94a1fb587e8c844f25a45
- 출처 데이터셋
- uspto-grants-2006_08
- 특허 번호
- US07091353B2
연결된 노트
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