Potassium Carbonate → (3-{4-[(2-Chloro-3-(trifluoromethyl)benzyl)-(2,2-diphenylethyl)-amino]butyl}phenyl)-acetic Acid

HRID 902624노트

반응식

HRID 902624 반응식
C[O:2][C:3](=[O:26])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH2:12][CH2:13][CH2:14]OS(C2C=CC(C)=CC=2)(=O)=O)[CH:6]=1.[C:27]1([CH:33]([C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[CH2:34][NH:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([C:43]([F:46])([F:45])[F:44])[C:38]=2[Cl:47])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O>[Cl:47][C:38]1[C:39]([C:43]([F:44])([F:45])[F:46])=[CH:40][CH:41]=[CH:42][C:37]=1[CH2:36][N:35]([CH2:34][CH:33]([C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:14][CH2:13][CH2:12][CH2:11][C:7]1[CH:6]=[C:5]([CH2:4][C:3]([OH:2])=[O:26])[CH:10]=[CH:9][CH:8]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 58913799(2-Chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amineHCID 86598282(3-[4-(Toluene-4-sulfonyloxy)butyl]phenyl}acetic acid methyl ester

생성물 1

HCID 59701454(3-{4-[(2-Chloro-3-(trifluoromethyl)benzyl)-(2,2-diphenylethyl)-amino]butyl}phenyl)-acetic Acid수율 31%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

반응 조건

온도
50 °C

실험 절차

A mixture of {3-[4-(toluene-4-sulfonyloxy)butyl]phenyl}acetic acid methyl ester, (2,2-diphenylethyl)-(2-chloro-3-trifluoromethylbenzyl)amine (73 mg, 0.19 mmol), and potassium carbonate (26 mg, 0.21 mmol) in acetonitrile (5 ml) was stirred and heated to 50° C. for 5 hr. The reaction was cooled, diluted with water, and extracted with diethyl ether. The organic extracts were washed with water, dried, and the solvent removed. The residue was chromatographed over silica gel (hexane/methylene chloride/Diethyl ether:60/40/5) to give the title compound as an oil (35 mg, 31%). MS (ESI) 594.2 (M+H)+.

후처리

  1. temperatureThe reaction was cooled
  2. extractionextracted with diethyl ether
  3. washThe organic extracts were washed with water
  4. customdried
  5. customthe solvent removed
  6. customThe residue was chromatographed over silica gel (hexane/methylene chloride/Diethyl ether:60/40/5)

출처 및 근거

ORD 기록
ord-8c28f4db07e44bd0b627e2cb32184108
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365085B2

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