Dimethyl Sulfoxide → Ethyl 4-(3-dimethylaminopyrrolidin-1-yl)benzoate

HRID 2069320노트

반응식

HRID 2069320 반응식
F[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[CH3:13][N:14]([CH3:20])[CH:15]1[CH2:19][CH2:18][NH:17][CH2:16]1.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[CH3:13][N:14]([CH3:20])[CH:15]1[CH2:19][CH2:18][N:17]([C:2]2[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=2)[CH2:16]1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 67976Benzoic acid, 4-fluoro-, ethyl esterHCID 27585193-(Dimethylamino)pyrrolidine

생성물 1

HCID 69209289Ethyl 4-(3-dimethylaminopyrrolidin-1-yl)benzoate

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
130 °C

실험 절차

A mixture of ethyl 4-fluorobenzoate (4.47 g), dimethylpyrrolidin-3-ylamine (3.04 g), potassium carbonate (3.68 g) and dimethyl sulfoxide (20 ml) was heated at 130° C. for 7 hours. After cooling, the mixture was diluted with water and extracted with methyl tert-butyl ether. The organic phase was washed with water, dried over magnesium sulfate, filtered and concentrated. The product with the molecular weight of 262.35 (C15H22N2O2) was obtained in this way; MS (ESI): 263 (M+H+).

후처리

  1. temperatureAfter cooling
  2. extractionextracted with methyl tert-butyl ether
  3. washThe organic phase was washed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe product with the molecular weight of 262.35 (C15H22N2O2) was obtained in this way

출처 및 근거

ORD 기록
ord-aa0261af899647a399602288366ed17f
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299104B2

반응 노트

불러오는 중…