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

HRID 2067240ノート

反応式

HRID 2067240 の反応式
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]

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-76739d4de04f41649d3265a763ce7d95
出典データセット
uspto-grants-2012_10
特許番号
US08293772B2

反応ノート

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