Cesium carbonate → 3-[4-(3-Methyl-4'-trifluoromethyl-biphenyl-4-ylmethoxy)-benzoylamino]-propionic acid methyl ester

HRID 1669262노트

반응식

HRID 1669262 반응식
[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][NH:6][C:7](=[O:15])[C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1.Cl[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)=[CH:21][C:20]=1[CH3:35].C([O-])([O-])=O.[Cs+].[Cs+]>C(#N)C.O>[CH3:1][O:2][C:3](=[O:16])[CH2:4][CH2:5][NH:6][C:7](=[O:15])[C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:33])[F:34])=[CH:27][CH:26]=3)=[CH:21][C:20]=2[CH3:35])=[CH:12][CH:13]=1

참가 물질

6

반응물 3

HCID 10796Cesium carbonateHCID 106328533-(4-Hydroxy-benzoylamino)-propionic acid methyl esterHCID 222801404-Chloromethyl-3-methyl-4'-trifluoromethyl-biphenyl

생성물 1

HCID 673435023-[4-(3-Methyl-4'-trifluoromethyl-biphenyl-4-ylmethoxy)-benzoylamino]-propionic acid methyl ester수율 58%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

To a solution of 3-(4-hydroxy-benzoylamino)-propionic acid methyl ester (0.11 g, 0.49 mmol) and 4-chloromethyl-3-methyl-4′-trifluoromethyl-biphenyl (0.12 g, 0.41 mmol) in acetonitrile (4 mL) is added Cs2CO3 (0.20 g, 0.61 mmol). The mixture is stirred at RT for 12 h. The mixture is diluted with water and extracted with EtOAc. The organics are dried with MgSO4, and the crude material is purified by flash chromatography to yield 0.11 g (58%) of the title compound.

후처리

  1. extractionextracted with EtOAc
  2. dry with materialThe organics are dried with MgSO4
  3. customthe crude material is purified by flash chromatography

출처 및 근거

ORD 기록
ord-df796200462b48c78c7d863b62437cc2
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989457B2

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