Trifluoroacetic acid → 4-([(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl)-5-methyl-furan-2-carboxylic acid

HRID 1786640

反応式

HRID 1786640 の反応式
C[O:2][C:3]([C:5]1[O:6][C:7]([CH3:29])=[C:8]([CH2:10][N:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH:26]([F:28])[F:27])=[CH:21][CH:20]=3)=[CH:15][CH:14]=2)[CH3:12])[CH:9]=1)=[O:4].FC(F)(F)C(O)=O>O1CCCC1>[F:28][CH:26]([F:27])[O:25][C:22]1[CH:21]=[CH:20][C:19]([C:16]2[CH:15]=[CH:14][C:13]([N:11]([CH2:10][C:8]3[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[O:6][C:7]=3[CH3:29])[CH3:12])=[CH:18][CH:17]=2)=[CH:24][CH:23]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 588241664-([(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl)-5-methyl-furan-2-carboxylic acid methyl ester

生成物 1

HCID 184445654-([(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl)-5-methyl-furan-2-carboxylic acid収率 17.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 4-{[(4′-difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl}-5-methyl-furan-2-carboxylic acid methyl ester (175) (30 mg, 0.07 mmoles) in dry tetrahydrofuran (20 ml) was treated with potassium trimethylsilanoate (19 mg, 0.15 mmoles) and the mixture stirred under an argon atmosphere for 30 hours. Trifluoroacetic acid was added until the pH=2. After evaporation of the solvent, the residue was purified by HPLC to afford compound 176 (4.8 mg) as a white solid. LC/MS System D; Rt=9.42 mins, m/z (ES+)=388 (M+H for C21H19F2NO4).

後処理

  1. customAfter evaporation of the solvent
  2. customthe residue was purified by HPLC

出典と根拠

ORDレコード
ord-1f696ea19d0d449caca1cf27cb196449
出典データセット
uspto-grants-2009_03
特許番号
US07507754B2

関連ノート

読み込み中…