Water → N-1,2-Benzisoxazol-3-yl-4-(pyridin-2-ylcarbonyl)piperazine-1-carboxamide

HRID 2262996노트

반응식

HRID 2262996 반응식
FC(F)(F)C(O)=O.[O:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10]([NH:17][C:18]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:19])=[N:9]1.C(N(CC)CC)C.Cl.[N:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[C:40](Cl)=[O:41].O>O1CCCC1>[O:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10]([NH:17][C:18]([N:20]2[CH2:25][CH2:24][N:23]([C:40]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][N:34]=3)=[O:41])[CH2:22][CH2:21]2)=[O:19])=[N:9]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 135033Picolinoyl Chloride HydrochlorideHCID 68778018N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate

생성물 1

HCID 68780271N-1,2-Benzisoxazol-3-yl-4-(pyridin-2-ylcarbonyl)piperazine-1-carboxamide수율 27.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of N-1,2-benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate (200 mg, 0.555 mmol) and triethylamine (0.309 ml, 2.22 mmol) in tetrahydrofuran (4 ml) was added picolinoyl chloride hydrochloride (148 mg, 0.833 mmol) under ice-cooling, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured to water and extracted with ethyl acetate. The extract was washed with water, and the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of hexane and ethyl acetate to give 53.0 mg (27.2%) of the desired product as a solid.

후처리

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was recrystallized from a mixed solvent of hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-3c84eae56e954b08942d35bd32f0a41b
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

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