Water → 1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazole-4-carboxylic acid

HRID 2067240노트

반응식

HRID 2067240 반응식
C[O:2][C:3]([C:5]1[N:6]=[N:7][N:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]([C:17](=[O:34])[C:18]3[CH:23]=[CH:22][C:21]([NH:24][C:25]4[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=4[F:32])=[CH:20][C:19]=3[Cl:33])[CH:11]=2)[CH:9]=1)=[O:4].O.[Li+].[OH-].CCOC(C)=O>CO.Cl>[Cl:33][C:19]1[CH:20]=[C:21]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:26]=2[F:32])[CH:22]=[CH:23][C:18]=1[C:17]([C:12]1[CH:11]=[C:10]([N:8]2[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[N:6]=[N:7]2)[CH:15]=[CH:14][C:13]=1[CH3:16])=[O:34]

참가 물질

7

반응물 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 115402951-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

생성물 1

HCID 115256511-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazole-4-carboxylic acid

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 887Methanol용매

실험 절차

A suspension of compound 132 (100 mg, 0.21 mmol) in MeOH (5.0 mL) was added H2O (0.6 mL) and LiOH (25 mg, 1.0 mmol) and the resulting reaction mixture was refluxed for 1 h. EtOAc was added to the reaction and pH adjuste to 1-2 with concentrated HCl (37%, 6 drops). The organic phase was separated and the aqueous layer was extracted with more EtOAc. The organic phases were collected and washed with water, brine, dried (MgSO4), filtered and concentrated in vacuo to give the title compound as white solid.

후처리

  1. customthe resulting reaction mixture
  2. temperaturewas refluxed for 1 h
  3. customThe organic phase was separated
  4. extractionthe aqueous layer was extracted with more EtOAc
  5. customThe organic phases were collected
  6. washwashed with water, brine
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-76739d4de04f41649d3265a763ce7d95
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08293772B2

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