반응식
C([Li])CCC.Br[C:7]1[S:20][C:10]2[C:11]3[CH:19]=[N:18][CH:17]=[CH:16][C:12]=3[O:13][CH2:14][CH2:15][C:9]=2[CH:8]=1.[Cl:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[N:28]=[C:29]=[O:30].Cl.C([O-])(O)=O.[Na+]>CCCCCC.O1CCCC1>[Cl:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[NH:28][C:29]([C:7]1[S:20][C:10]2[C:11]3[CH:19]=[N:18][CH:17]=[CH:16][C:12]=3[O:13][CH2:14][CH2:15][C:9]=2[CH:8]=1)=[O:30]참가 물질
반응물 5
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- -78 °C
실험 절차
1.6 M of n-Butyllithium in hexane (0.6302 mL) was added dropwise to a solution of 2-bromo-4,5-dihydropyrido[4,3-b]thieno[2,3-d]oxepine (0.227 g, 0.804 mmol) in tetrahydrofuran (6.00 mL, 74.0 mmol) at −75° C. The dark brown mixture was stirred at −78° C. for 20 min. 1-Chloro-2-isocyanato-benzene (0.1421 g, 0.9252 mmol) in 2 ml of tetrahydrofuran was added dropwise and the mixture was kept at −78° C. for 20 min. 4N aq. HCl (1 ml) was added and the mixture was poured into 50 ml of sat. aq NaHCO3. The mixture was extracted twice with methylene chloride, combined, and washed with water and brine, and dried over MgSO4. After concentrating under vacuum, the residue was triturated with ethyl acetate. The collected precipitate was N-(2-chlorophenyl)-4,5-dihydropyrido[4,3-b]thieno[2,3-d]oxepin-2-carboxamide (0.19 g, 66% yield). MS (ESI+) 357.0.
후처리
- waitthe mixture was kept at −78° C. for 20 min
- extractionThe mixture was extracted twice with methylene chloride
- washwashed with water and brine
- dry with materialdried over MgSO4
- concentrationAfter concentrating under vacuum
- customthe residue was triturated with ethyl acetate
출처 및 근거
- ORD 기록
- ord-b12b3e17038846f5975d29d59f070792
- 출처 데이터셋
- uspto-grants-2016_04
- 특허 번호
- US09309265B2
연결된 노트
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