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

HRID 85143ノート

反応式

HRID 85143 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

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%)

後処理

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

出典と根拠

ORDレコード
ord-400243de709b4902953917502a47d376
出典データセット
uspto-grants-2014_09
特許番号
US08846947B2

反応ノート

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