Water → 2-Methyl-5-(trifluoromethyl)phenyl 4-{4-[(cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate

HRID 1888099노트

반응식

HRID 1888099 반응식
[C:1](Cl)(=[O:14])[O:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=1[CH3:13].[Cl-].[CH:17]1([O:23][C:24]([C:26]2[N:27]=[C:28]([CH:31]3[CH2:36][CH2:35][NH2+:34][CH2:33][CH2:32]3)[S:29][CH:30]=2)=[O:25])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C(N(C(C)C)CC)(C)C.O>ClCCl>[CH:17]1([O:23][C:24]([C:26]2[N:27]=[C:28]([CH:31]3[CH2:32][CH2:33][N:34]([C:1]([O:2][C:3]4[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=4[CH3:13])=[O:14])[CH2:35][CH2:36]3)[S:29][CH:30]=2)=[O:25])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

참가 물질

6

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 669115194-{4-[(Cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chlorideHCID 866602322-Methyl-5-(trifluoromethyl)phenyl chlorocarbonate

생성물 1

HCID 866602312-Methyl-5-(trifluoromethyl)phenyl 4-{4-[(cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

At room temperature, 2-methyl-5-(trifluoromethyl)phenyl chlorocarbonate (239 mg) is added to a solution of 4-{4-[(cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride (VII-1, 324 mg) and diisopropylethylamine (323 mg) in dichloromethane (8 ml). The mixture is stirred at room temperature overnight, and water is then added. The aqueous phase is separated off and extracted with ethyl acetate, and the combined organic phases are then dried with sodium sulphate. The solid is filtered off and the solvent is removed by distillation. The residue is purified chromatographically. This gives 2-methyl-5-(trifluoromethyl)phenyl 4-{4-[(cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (193 mg, 39%).

후처리

  1. customThe aqueous phase is separated off
  2. extractionextracted with ethyl acetate
  3. dry with materialthe combined organic phases are then dried with sodium sulphate
  4. filtrationThe solid is filtered off
  5. customthe solvent is removed by distillation
  6. customThe residue is purified chromatographically

출처 및 근거

ORD 기록
ord-69fc3fec76814f3190d3425460196ab9
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501781B2

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