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

HRID 1158705

반응식

HRID 1158705 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1c9d480f075c46bcae5ed1acf7146185
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812025B2

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