Methyl iodide → HCID 56834371, 화합물

HRID 1190508노트

반응식

HRID 1190508 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[S:12][C:13]([C:15]([NH:17][C:18]4[CH:19]=[C:20]([CH:25]=[CH:26][C:27]=4[Cl:28])[C:21]([O:23][CH3:24])=[O:22])=[O:16])=[CH:14][C:10]=3[CH2:9][CH2:8][O:7][C:6]=2[CH:29]=1.[C:30]([O-])([O-])=O.[Cs+].[Cs+].CI>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]3[S:12][C:13]([C:15]([N:17]([C:18]4[CH:19]=[C:20]([CH:25]=[CH:26][C:27]=4[Cl:28])[C:21]([O:23][CH3:24])=[O:22])[CH3:30])=[O:16])=[CH:14][C:10]=3[CH2:9][CH2:8][O:7][C:6]=2[CH:29]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 56834370Methyl 3-(8-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)-4-chlorobenzoate

생성물 1

HCID 56834371HCID 56834371, 화합물수율 94.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of methyl 3-(8-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)-4-chlorobenzoate (32 g, 65 mmol) and Cs2CO3 (42.4 g, 130 mmol) in DMF (500 mL) was added CH3I (12 mL, 195 mmol). The reaction mixture was stirred at room temperature overnight. Then it was concentrated to remove the DMF, and water was added into the mixture. The resulting precipitate was filtrated, washed by water, and dried to give methyl 3-(8-bromo-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)-4-chlorobenzoate (31 g, 94%) 1H NMR (CDCl3, 400 MHz): δ8.07-7.08 (m, 6H, ArH), 6.81 (s, 1H, ═CH), 4.22 (t, J=5.2 Hz, 2H, CH2), 3.94 (s, 3H, OCH3), 3.40 (s, 3H, NCH3), 3.01 (t, J=5.2 Hz, 2H, CH2)

후처리

  1. concentrationThen it was concentrated
  2. customto remove the DMF, and water
  3. additionwas added into the mixture
  4. filtrationThe resulting precipitate was filtrated
  5. washwashed by water
  6. customdried

출처 및 근거

ORD 기록
ord-0594d25d9fc24090a4feab0e10474011
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673952B2

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