Water → N-[6-(Acetylamino)pyridin-3-yl]-4-biphenyl-3-ylpiperazine-1-carboxamide

HRID 1158705

反応式

HRID 1158705 の反応式
ClC(Cl)(Cl)CO[C:5](=[O:17])[NH:6][C:7]1[CH:8]=[N:9][C:10]([NH:13][C:14](=[O:16])[CH3:15])=[CH:11][CH:12]=1.[C:20]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:25]=[CH:24][CH:23]=[C:22]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:21]=1.C(N(C(C)C)CC)(C)C.O>CS(C)=O>[C:14]([NH:13][C:10]1[N:9]=[CH:8][C:7]([NH:6][C:5]([N:29]2[CH2:30][CH2:31][N:26]([C:22]3[CH:21]=[C:20]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=4)[CH:25]=[CH:24][CH:23]=3)[CH2:27][CH2:28]2)=[O:17])=[CH:12][CH:11]=1)(=[O:16])[CH3:15]

参加物

6

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 27567121-Biphenyl-3-yl-piperazineHCID 862452592,2,2-Trichloroethyl[6-(acetylamino)pyridin-3-yl]carbamate

生成物 1

HCID 16113827N-[6-(Acetylamino)pyridin-3-yl]-4-biphenyl-3-ylpiperazine-1-carboxamide収率 18%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixed solution of 2,2,2-trichloroethyl[6-(acetylamino)pyridin-3-yl]carbamate (301 mg, 0.923 mmol), 1-biphenyl-3-ylpiperazine (200 mg, 0.839 mmol) and diisopropylethylamine (0.292 ml, 1.68 mmol) in dimethylsulfoxide (2.5 ml) was stirred at 70° C. for 14 hours. To the reaction solution was added water, and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduce pressure. The residue was recrystallized from a mixed solvent of hexane and tetrahydrofuran to give the titled compound (62.6 mg, 18.0%) as solid product.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled away
  5. customThe residue was recrystallized from a mixed solvent of hexane and tetrahydrofuran

出典と根拠

ORDレコード
ord-1c9d480f075c46bcae5ed1acf7146185
出典データセット
uspto-grants-2010_10
特許番号
US07812025B2

関連ノート

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