4-Fluoro-2-(trifluoromethyl)benzaldehyde → 2-(4-fluoro-2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester

HRID 85145

반응식

HRID 85145 반응식
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[C:10]([NH2:11])=[C:9]([NH2:12])[CH:8]=[N:7][CH:6]=1)[CH3:2].[F:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[C:17]([C:23]([F:26])([F:25])[F:24])[CH:16]=1>[N+](C1C=CC=CC=1)([O-])=O.CCOCC>[CH2:1]([O:3][C:4]([C:5]1[C:10]2[N:11]=[C:19]([C:18]3[CH:21]=[CH:22][C:15]([F:14])=[CH:16][C:17]=3[C:23]([F:25])([F:24])[F:26])[NH:12][C:9]=2[CH:8]=[N:7][CH:6]=1)=[O:13])[CH3:2]

참가 물질

5

반응물 2

HCID 5229404-Fluoro-2-(trifluoromethyl)benzaldehydeHCID 58278930ethyl 4,5-diaminonicotinate

생성물 1

HCID 672030802-(4-fluoro-2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester수율 39%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 7416Nitrobenzene용매

반응 조건

온도
220 °C

실험 절차

A mixture containing ethyl 4,5-diaminonicotinate (79; 0.9 g, 5 mmol) and 4-fluoro-2-(trifluoromethyl)benzaldehyde (82; 1.0 g, 5.2 mmol) in nitrobenzene (50 mL) was stirred at 220° C. for 18 h. Upon cooling to room temperature, the reaction mixture was diluted with ether. The resulting solids were collected by filtration, washed with ether, and dried to provide 2-(4-fluoro-2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester 83 (600 mg, 39%).

후처리

  1. temperatureUpon cooling to room temperature
  2. filtrationThe resulting solids were collected by filtration
  3. washwashed with ether
  4. customdried

출처 및 근거

ORD 기록
ord-b328a1b49fd64a988b49f4986f52c821
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846947B2

연결된 노트

불러오는 중…