Potassium Carbonate → Tert-butyl 2-(3-cyano-4-(4-(phenethylcarbamoyl)phenoxy)phenyl)acetate

HRID 1927778노트

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HRID 1927778 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH2:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:6]=[CH:7][C:8]=1F)#[N:2].Cl[C:19]1[CH:36]=[CH:35][C:22]([CH2:23][CH2:24][NH:25][C:26](=[O:34])[C:27]2[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=2)=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[C:1]([C:3]1[CH:4]=[C:5]([CH2:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:6]=[CH:7][C:8]=1[O:33][C:30]1[CH:29]=[CH:28][C:27]([C:26](=[O:34])[NH:25][CH2:24][CH2:23][C:22]2[CH:21]=[CH:20][CH:19]=[CH:36][CH:35]=2)=[CH:32][CH:31]=1)#[N:2]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 45925946Tert-butyl 2-(3-cyano-4-fluorophenyl)acetateHCID 60628097N-(4-chlorophenethyl)-4-hydroxybenzamide

생성물 1

HCID 68466922Tert-butyl 2-(3-cyano-4-(4-(phenethylcarbamoyl)phenoxy)phenyl)acetate수율 50.7%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
90 °C

실험 절차

A mixture of tert-butyl 2-(3-cyano-4-fluorophenyl)acetate (0.122 g), N-(4-chlorophenethyl)-4-hydroxybenzamide (0.150 g), and potassium carbonate (0.086 g) was dissolved in 2 ml of DMSO and stirred at 90° C. After 1 day, the reaction was cooled, loaded onto a silica gel sample and product eluted with a solvent system gradient of 0.5% methanol/dichloromethane to 5% methanol/dichloromethane to give tert-butyl 2-(3-cyano-4-(4-(phenethylcarbamoyl)phenoxy)phenyl)acetate (0.120 g).

후처리

  1. temperaturethe reaction was cooled
  2. washeluted with a solvent system gradient of 0.5% methanol/dichloromethane to 5% methanol/dichloromethane

출처 및 근거

ORD 기록
ord-0de0fc9a61a84853a6f390070adb0730
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183289B2

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