Water → HCID 89962890、化合物

HRID 337907

反応式

HRID 337907 の反応式
[F:1][C:2]1[CH:7]=[C:6]([O:8][C@H:9]2[CH2:13][CH2:12][CH2:11][C@@H:10]2[C:14]2[N:18]([CH3:19])[N:17]=[CH:16][CH:15]=2)[CH:5]=[C:4]([F:20])[C:3]=1[S:21]([NH2:24])(=[O:23])=[O:22].[F:25][C:26]1[N:31]=[C:30](F)[CH:29]=[CH:28][N:27]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[F:20][C:4]1[CH:5]=[C:6]([O:8][C@H:9]2[CH2:13][CH2:12][CH2:11][C@@H:10]2[C:14]2[N:18]([CH3:19])[N:17]=[CH:16][CH:15]=2)[CH:7]=[C:2]([F:1])[C:3]=1[S:21]([NH:24][C:28]1[CH:29]=[CH:30][N:31]=[C:26]([F:25])[N:27]=1)(=[O:23])=[O:22]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1377162,4-DifluoropyrimidineHCID 89962731HCID 89962731、化合物

生成物 1

HCID 89962890HCID 89962890、化合物収率 51%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of the 2,6-difluoro-4-{[(1S*,2R*)-2-(1-methyl-1H-pyrazol-5-yl)cyclopentyl]oxy}benzenesulfonamide (0.23 g, 0.65 mmol) prepared in Example 111c, 2,4-difluoropyrimidine (0.23 g, 1.96 mmol) and potassium carbonate (0.36 g, 2.61 mmol) in DMF (6.5 mL) was stirred at 120° C. for 3 hours. After allowing to cool, water (50 mL) was added to the reaction solution, followed by extraction with ethyl acetate (50 mL). The thus obtained organic layer was washed twice with water (50 mL) and dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with silica gel chromatography (ethyl acetate/methanol=6:1) to yield the title compound (150 mg, 51%) as a colorless amorphous solid.

後処理

  1. temperatureto cool
  2. extractionfollowed by extraction with ethyl acetate (50 mL)
  3. washThe thus obtained organic layer was washed twice with water (50 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationAfter vacuum concentration
  6. customthe residue was purified with silica gel chromatography (ethyl acetate/methanol=6:1)

出典と根拠

ORDレコード
ord-dfd2049633c94755aa00dccbf896d9a1
出典データセット
uspto-grants-2014_11
特許番号
US08889741B2

関連ノート

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