Water → 2-((5,6-Dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester

HRID 916079노트

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HRID 916079 반응식
C(N(CC)CC)C.[C:8]([O:12][C:13](=[O:23])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20]CBr)([CH3:11])([CH3:10])[CH3:9].[CH3:24][C:25]1[C:34]([CH3:35])=[CH:33][C:28]2[N:29]=[C:30]([SH:32])[NH:31][C:27]=2[CH:26]=1.O>CN(C)C=O>[C:8]([O:12][C:13](=[O:23])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][S:32][C:30]1[NH:31][C:27]2[CH:26]=[C:25]([CH3:24])[C:34]([CH3:35])=[CH:33][C:28]=2[N:29]=1)([CH3:9])([CH3:10])[CH3:11]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 694562422-(Bromoethyl)benzoic acid t-butyl esterHCID 178422342HCID 178422342, 화합물

생성물 1

HCID 694570282-((5,6-Dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester수율 59.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

Triethylamine (276 μl, 1.98 mmol) and 2-(bromoethyl)benzoic acid t-butyl ester (538 mg, 1.99 mmol) were added to 5,6-dimethylbenzimidazole-2-thiol (236 mg, 1.32 mmol) in 2 ml of dimethylformamide, which was then stirred at 80° C. for 3 hours. After the reaction was complete, water was added, followed by extraction with ethyl acetate. After drying the ethyl acetate phase with anhydrous sodium sulfate, it was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain 2-((5,6-dimethylbenzimidazole-2-ylthio)methyl)benzoic acid t-butyl ester (288 mg, yield 59%).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. dry with materialAfter drying the ethyl acetate phase with anhydrous sodium sulfate, it
  3. concentrationwas concentrated
  4. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-1e8aa961a1544995af0c9ff8ffb924b2
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268145B2

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