Water → 1-(4-bromo-2,5-difluoro-phenyl)-piperidin-4-one O-[1-(5-ethyl-pyrimidin-2-yl)-piperidin-4-yl]-oxime

HRID 2066903ノート

反応式

HRID 2066903 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([O:7][N:8]=[C:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[C:19]([F:21])[C:18]([Br:22])=[CH:17][C:16]=3[F:23])[CH2:11][CH2:10]2)[CH2:3][CH2:2]1.Cl[C:25]1[N:30]=[CH:29][C:28]([CH2:31][CH3:32])=[CH:27][N:26]=1.C(N(C(C)C)CC)(C)C.O>CS(C)=O.CCOC(C)=O>[CH2:31]([C:28]1[CH:27]=[N:26][C:25]([N:1]2[CH2:6][CH2:5][CH:4]([O:7][N:8]=[C:9]3[CH2:14][CH2:13][N:12]([C:15]4[CH:20]=[C:19]([F:21])[C:18]([Br:22])=[CH:17][C:16]=4[F:23])[CH2:11][CH2:10]3)[CH2:3][CH2:2]2)=[N:30][CH:29]=1)[CH3:32]

参加物

7

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 35727632-Chloro-5-ethylpyrimidineHCID 866550281-(4-bromo-2,5-difluoro-phenyl)-piperidin-4-one O-piperidin-4-yl-oxime

生成物 1

HCID 866550291-(4-bromo-2,5-difluoro-phenyl)-piperidin-4-one O-[1-(5-ethyl-pyrimidin-2-yl)-piperidin-4-yl]-oxime

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Compound 77b and 2-chloro-5-ethyl-pyrimidine (300 mg) were heated with diisopropylethylamine (300 mg) in DMSO at 130° C. for 0.5 h. Water and EtOAc were added and the organic phase separated, dried over MgSO4 and concentrated. The mixture was purified by chromatography on silica gel eluting with EtOAc/Hexane to give 1-(4-bromo-2,5-difluoro-phenyl)-piperidin-4-one O-[1-(5-ethyl-pyrimidin-2-yl)-piperidin-4-yl]-oxime 77c (170 mg).

後処理

  1. customthe organic phase separated
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customThe mixture was purified by chromatography on silica gel eluting with EtOAc/Hexane

出典と根拠

ORDレコード
ord-a5d3ba83d9f64223a822d77c5a7dccc7
出典データセット
uspto-grants-2012_10
特許番号
US08293729B2

反応ノート

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