Dimethylformamide → HCID 178497635, 화합물

HRID 916085노트

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HRID 916085 반응식
[H-].[Na+].CN(C)C=O.[CH3:8][O:9][C:10](=[O:28])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][S:18][C:19]1[NH:20][C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1.[C:29]([O:33][C:34](=[O:37])[CH2:35]Br)([CH3:32])([CH3:31])[CH3:30]>O>[C:29]([O:33][C:34](=[O:37])[CH2:35][C:27]1[C:21]2[NH:20][C:19]([S:18][CH2:17][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[C:10]([O:9][CH3:8])=[O:28])=[N:23][C:22]=2[CH:24]=[CH:25][CH:26]=1)([CH3:32])([CH3:31])[CH3:30]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetateHCID 69456394HCID 69456394, 화합물

생성물 1

HCID 178497635HCID 178497635, 화합물수율 63%

시약·촉매·용매 1

HCID 962Water용매

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온도
80 °C

실험 절차

Sodium hydride (400 mg, 10.0 mmol) and dimethylformamide (30 ml) were added to a previously dried reaction vessel. To the mixture were added 2-(benzimidazole-2-ylthiomethyl)benzoic acid methyl ester (1500 mg, 5.0 mmol) and bromoacetate t-butyl ester (1463 mg, 7.5 mmol), and the mixture was stirred at 80° C. for 2 hours. Water was added thereto, followed by extraction with ether. After the ether phase was dried with anhydrous sodium sulfate, it was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to obtain 2-(2-((2-(methoxycarbonyl)phenyl)methylthio)benzimidazolyl)acetic acid t-butyl ester (1298 mg, yield 63%).

후처리

  1. extractionfollowed by extraction with ether
  2. dry with materialAfter the ether phase was dried with anhydrous sodium sulfate, it
  3. concentrationwas concentrated
  4. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1)

출처 및 근거

ORD 기록
ord-30f3d3bdd2904bb7b0477e9673818adf
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07268145B2

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