Potassium Carbonate → racemic 5-{[4-(3-{[4-(difluoromethyl)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]methyl}-4-(hydroxymethyl)-1,3-oxazolidin-2-one

HRID 595333ノート

反応式

HRID 595333 の反応式
FC(F)(F)C([O:5][CH2:6][CH:7]1[CH:11]([CH2:12][N:13]2[CH:17]=[C:16]([C:18]3[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]([NH:25][C:26]4[N:31]=[C:30]([CH:32]([F:34])[F:33])[CH:29]=[CH:28][N:27]=4)[CH:19]=3)[CH:15]=[N:14]2)[O:10][C:9](=[O:35])[NH:8]1)=O.C(=O)([O-])[O-].[K+].[K+]>CO.O>[F:34][CH:32]([F:33])[C:30]1[CH:29]=[CH:28][N:27]=[C:26]([NH:25][C:20]2[CH:19]=[C:18]([C:16]3[CH:15]=[N:14][N:13]([CH2:12][CH:11]4[O:10][C:9](=[O:35])[NH:8][CH:7]4[CH2:6][OH:5])[CH:17]=3)[CH:23]=[C:22]([CH3:24])[CH:21]=2)[N:31]=1

参加物

5

反応物 2

HCID 11430Potassium CarbonateHCID 118208619(5-{[4-(3-{[4-(difluoromethyl)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]methyl}-2-oxo-1,3-oxazolidin-4-yl)methyl trifluoroacetate

生成物 1

HCID 118208809racemic 5-{[4-(3-{[4-(difluoromethyl)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]methyl}-4-(hydroxymethyl)-1,3-oxazolidin-2-one

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A solution of (5-{[4-(3-{[4-(difluoromethyl)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]methyl}-2-oxo-1,3-oxazolidin-4-yl)methyl trifluoroacetate (80 mg, 0.15 mmol) and potassium carbonate (80 mg, 0.58 mmol) in methanol (3 mL) was stirred at 25° C. for 30 minutes. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford the crude product residue. The crude product residue was purified by prep-TLC (ethyl acetate) to give racemic 5-{[4-(3-{[4-(difluoromethyl)pyrimidin-2-yl]amino}-5-methylphenyl)-1H-pyrazol-1-yl]methyl}-4-(hydroxymethyl)-1,3-oxazolidin-2-one. MS ESI calc'd. for C20H21F2N6O3 [M+H]+ 431. found 431.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customto afford the crude product residue
  6. customThe crude product residue was purified by prep-TLC (ethyl acetate)

出典と根拠

ORDレコード
ord-d6559652d59d427d866bc0c3650a9b6d
出典データセット
uspto-grants-2016_01
特許番号
US09242984B2

反応ノート

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