Water → 4-[4-[4-(cis-2,6-Dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]benzoic acid ethyl ester

HRID 1816752노트

반응식

HRID 1816752 반응식
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)=[CH:11][CH:10]=2)[CH2:3]1.[CH2:21]([O:23][C:24](=[O:32])[C:25]1[CH:30]=[CH:29][C:28](F)=[CH:27][CH:26]=1)[CH3:22].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O.ClCCl>[CH2:21]([O:23][C:24](=[O:32])[C:25]1[CH:30]=[CH:29][C:28]([N:18]2[CH2:17][CH2:16][N:15]([C:12]3[CH:11]=[CH:10][C:9]([N:4]4[CH2:3][C@H:2]([CH3:1])[O:7][C@H:6]([CH3:8])[CH2:5]4)=[CH:14][CH:13]=3)[CH2:20][CH2:19]2)=[CH:27][CH:26]=1)[CH3:22]

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium Carbonate2회HCID 67976Benzoic acid, 4-fluoro-, ethyl ester2회HCID 69677628cis-2,6-Dimethyl-4-(4-piperazinylphenyl)morpholine

생성물 1

HCID 696777484-[4-[4-(cis-2,6-Dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]benzoic acid ethyl ester수율 81.3%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

실험 절차

A solution of cis-2,6-dimethyl-4-(4-piperazinylphenyl)morpholine (2.00 g), 4-fluorobenzoic acid ethyl ester (1.43 g) and potassium carbonate (1.01 g) in dimethylsulfoxide (40 ml) was stirred for 8 hours at 150° C., during which period additional 4-fluorobenzoic acid ethyl ester (1.35 g) and potassium carbonate (1.0 g) was added to the mixture. The reaction mixture was added to a mixture of water and dichloromethane. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (25:1 dichloromethane-methanol elution) to give 4-[4-[4-(cis-2,6-dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]benzoic acid ethyl ester (2.5 g).

후처리

  1. additionwas added to the mixture
  2. dry with materialdried over magnesium sulfate
  3. filtrationThe magnesium sulfate was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel chromatography (25:1 dichloromethane-methanol elution)

출처 및 근거

ORD 기록
ord-cdad8073772f4db6a2a501795a225214
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06884868B1

반응 노트

불러오는 중…