Water → 2-(5-Bromo-2,3-dihydro-1H-indol-1-yl)-1H-benzimidazole

HRID 573277

반응식

HRID 573277 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2.Cl[C:12]1[NH:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[N:13]=1.O>CC(N(C)C)=O.CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:12]1[NH:16][C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[N:13]=1)[CH2:6][CH2:5]2

참가 물질

5

반응물 3

HCID 962WaterHCID 785722-ChlorobenzimidazoleHCID 34115665-Bromoindoline

생성물 1

HCID 667278722-(5-Bromo-2,3-dihydro-1H-indol-1-yl)-1H-benzimidazole수율 69.4%

시약·촉매·용매 1

HCID 22628260N,N-dimethylformamide N,N-dimethylacetamide용매

반응 조건

온도
150 °C

실험 절차

A mixture of 5-bromoindoline (1 g) and 2-chloro-1H-benzo[d]imidazole (0.770 g) in DMA/DMF (5 mL, 3/2) was stirred at 150° C. for 12 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (1.1 g).

후처리

  1. extractionextracted with AcOEt
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

출처 및 근거

ORD 기록
ord-382a041251144bd1a58a76f565fcab9f
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029536B2

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