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Water → N-1,2-Benzisoxazol-3-yl-4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxamide

HRID 2263126
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HRID 2263126 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]([C:19]([O:21]CC(Cl)(Cl)Cl)=O)C(OCC(Cl)(Cl)Cl)=O)=[N:2]1.[C:27]1([C:33]2[N:34]=[C:35]([CH:38]3[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]3)[S:36][CH:37]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(N(C(C)C)CC)(C)C.O>CS(C)=O>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([NH:10][C:19]([N:41]2[CH2:40][CH2:39][CH:38]([C:35]3[S:36][CH:37]=[C:33]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[N:34]=3)[CH2:43][CH2:42]2)=[O:21])=[N:2]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 242618344-Phenyl-2-(piperidin-4-yl)thiazoleHCID 86625471Bis(2,2,2-trichloroethyl) 1,2-benzisoxazol-3-ylimidodicarbonate

생성물 1

HCID 68780004N-1,2-Benzisoxazol-3-yl-4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxamide수율 47.5%

시약·촉매·용매 1

HCID 679
Dimethyl Sulfoxide
용매

실험 절차

A solution of bis(2,2,2-trichloroethyl) 1,2-benzisoxazol-3-ylimidodicarbonate (277 mg, 0.573 mmol), 4-(4-phenyl-1,3-thiazol-2-yl)piperidine (280 mg, 1.15 mmol) and diisopropylethylamine (0.0998 ml, 0.573 mmol) in dimethylsulfoxide (3 ml) was stirred at 70° C. for 12 hours, the reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of hexane and ethyl acetate to obtain the desired product (110 mg, 47.4%) as a solid.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  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-44351b327c31443882eb0586c432e152
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07851473B2

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