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

HRID 85143노트

반응식

HRID 85143 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]([F:25])([F:24])[C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH:18]=O.S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+].O>CN(C=O)C>[CH2:1]([O:3][C:4]([C:5]1[C:10]2[N:11]=[C:18]([C:17]3[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=3[C:15]([F:14])([F:24])[F:25])[NH:12][C:9]=2[CH:8]=[N:7][CH:6]=1)=[O:13])[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 656671Sodium PyrosulfiteHCID 58278930Ethyl 4,5-diaminopyridine-3-carboxylate

생성물 1

HCID 672030302-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester수율 70.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

A mixture containing 4,5-diamino-nicotinic acid ethyl ester (79; 1.81 g, 10 mmol), 2-trifluoromethylbenzaldehyde (1.9 g, 11 mmol), Na2S2O5 (9.5 g, 50 mmol) in 50 mL of DMF was stirred at 120° C. for 18 h. Upon cooling to room temperature, the reaction mixture was poured into 100 mL of cold water. The resulting solids were collected by filtration, washed with water, and dried to provide 2-(2-trifluoromethyl-phenyl)-3H-imidazo[4,5-c]pyridine-7-carboxylic acid ethyl ester 80 (2.35 g, 70%)

후처리

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

출처 및 근거

ORD 기록
ord-400243de709b4902953917502a47d376
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846947B2

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