2-Fluoro-3-(trifluoromethyl)phenol → 3-(4-Fluorophenyl)-2-[2-fluoro-3-(trifluoromethyl)phenoxy]pyrido[3,2-d]pyrimidin-4(3H)-one

HRID 408838

반응식

HRID 408838 반응식
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:4](=[O:12])[C:5]2[N:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[F:20][C:21]1[C:26]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:24]=[CH:23][C:22]=1[OH:31]>>[F:19][C:16]1[CH:17]=[CH:18][C:13]([N:3]2[C:4](=[O:12])[C:5]3[N:11]=[CH:10][CH:9]=[CH:8][C:6]=3[N:7]=[C:2]2[O:31][C:22]2[CH:23]=[CH:24][CH:25]=[C:26]([C:27]([F:28])([F:29])[F:30])[C:21]=2[F:20])=[CH:14][CH:15]=1

참가 물질

3

반응물 2

HCID 27375862-Fluoro-3-(trifluoromethyl)phenolHCID 576141462-Chloro-3-(4-fluorophenyl)pyrido[3,2-d]pyrimidin-4(3H)-one

생성물 1

HCID 576141423-(4-Fluorophenyl)-2-[2-fluoro-3-(trifluoromethyl)phenoxy]pyrido[3,2-d]pyrimidin-4(3H)-one

반응 조건

온도
140 °C

실험 절차

A mixture of 2-chloro-3-(4-fluorophenyl)pyrido[3,2-d]pyrimidin-4(3H)-one (55 mg, 0.20 mmol) and 2-fluoro-3-trifluoromethylphenol (50 μl, 0.40 mmol) is heated to 140° C. for 18 hours. After cooling to RT, the crude mixture is purified by column chromatography (gradient from CH2Cl2 to 20% EtOAc/CH2Cl2) to give the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) 8.71 (1H, m), 7.83 (2H, m), 7.70 (4H, m), 7.45 (3H, m). MS (M+1): 420.07; RT=1.13 min.

후처리

  1. temperatureAfter cooling to RT
  2. customthe crude mixture is purified by column chromatography (gradient from CH2Cl2 to 20% EtOAc/CH2Cl2)

출처 및 근거

ORD 기록
ord-e33ed1ab81054fdcbef56dcaf313a00f
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759361B2

연결된 노트

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