Methanol → HCID 66697243, 화합물

HRID 2096804노트

반응식

HRID 2096804 반응식
C[O:2][C:3](=[O:39])[C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([CH:17]([CH3:36])[C:18]([C:24]3[CH:35]=[CH:34][C:27]4[N:28]([CH3:33])[C:29](=[O:32])[N:30]([CH3:31])[C:26]=4[CH:25]=3)([OH:23])[C:19]([F:22])([F:21])[F:20])=[C:13]([Cl:37])[CH:12]=2)=[CH:6][C:5]=1[F:38].[Li+].[OH-].CO>C1COCC1>[Cl:37][C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][C:14]=1[CH:17]([CH3:36])[C:18]([C:24]1[CH:35]=[CH:34][C:27]2[N:28]([CH3:33])[C:29](=[O:32])[N:30]([CH3:31])[C:26]=2[CH:25]=1)([OH:23])[C:19]([F:21])([F:22])[F:20])[O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:39])=[O:2])=[C:5]([F:38])[CH:6]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 66697274HCID 66697274, 화합물

생성물 1

HCID 66697243HCID 66697243, 화합물수율 76.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 4-{3-chloro-4-[2-(1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzoimidazol-5-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenoxy}-2-fluoro-benzoic acid methyl ester (400 mg) aqueous 1N LiOH (1.5 ml), MeOH (5 ml) and THF (10 ml) were added. The resulting solution was stirred for 1 h at room temperature. Volatile solvents were removed in vacuo. The residual aqueous solution was diluted with water (10 ml) and then acidified to pH 6 with 1 N aqueous HCl and extracted with EtOAc. The combined EtOAc layers were dried over Na2SO4 and concentrated to give the title compound (300 mg) as a white foam. MS (m/e)=551.2 [M+H+].

후처리

  1. customVolatile solvents were removed in vacuo
  2. additionThe residual aqueous solution was diluted with water (10 ml)
  3. extractionextracted with EtOAc
  4. dry with materialThe combined EtOAc layers were dried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a57d5929a5644143a9d41f89d2f538ec
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450313B2

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