Water → [5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-isoxazol-3-yl]-(4-methyl-piperazin-1-yl)-methanone

HRID 389935노트

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HRID 389935 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH2:8]([O:15][C:16]1[CH:21]=[C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:19]([Cl:30])=[CH:18][C:17]=1[C:31]1[O:35][N:34]=[C:33]([C:36]([O:38]CC)=O)[CH:32]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O.CCOC(C)=O>CCO>[CH2:8]([O:15][C:16]1[CH:21]=[C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:19]([Cl:30])=[CH:18][C:17]=1[C:31]1[O:35][N:34]=[C:33]([C:36]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[O:38])[CH:32]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 531671-MethylpiperazineHCID 24774040Ethyl 5-(2,4-bis(benzyloxy)-5-chlorophenyl)isoxazole-3-carboxylate

생성물 1

HCID 67083255[5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-isoxazol-3-yl]-(4-methyl-piperazin-1-yl)-methanone수율 57%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
90 °C

실험 절차

N-methylpiperazine (25.4 mmol) was added to a suspension of ethyl 5-(2,4-bis(benzyloxy)-5-chlorophenyl)isoxazole-3-carboxylate (2.1 mmol) in EtOH (5 ml) and the reaction mixture was heated to 90° C. under stirring for 18 h. The reaction mixture was poured into a mixture of water (15 ml) and AcOEt (30 ml). After standard extraction, the organic layer was washed with water and brine, dried over Na2SO4, and evaporated. The resulting solid was purified by silica gel column chromatography (CHCl3/MeOH: 95/0.5) to give the desired compound (620 mg, 57%).

후처리

  1. extractionAfter standard extraction
  2. washthe organic layer was washed with water and brine
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. customThe resulting solid was purified by silica gel column chromatography (CHCl3/MeOH: 95/0.5)

출처 및 근거

ORD 기록
ord-d02aaf6922c042feafff84b874da17c9
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383616B2

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