Pyridine → N-(2-chloropyrimidin-5-yl)-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

HRID 1748688ノート

反応式

HRID 1748688 の反応式
C1(C)C=CC=CC=1.[CH3:8][C:9]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][N:15]=2)[N:12]=[CH:11][C:10]=1[C:24](Cl)=[O:25].[N:27]1C=CC=CC=1.[NH2:33][C:34]1[CH:35]=C[C:37]([Cl:40])=[N:38][CH:39]=1>O>[Cl:40][C:37]1[N:27]=[CH:35][C:34]([NH:33][C:24]([C:10]2[CH:11]=[N:12][N:13]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][N:15]=3)[C:9]=2[CH3:8])=[O:25])=[CH:39][N:38]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 1140TolueneHCID 793055-Amino-2-chloropyridineHCID 897349975-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxylic acid chloride

生成物 1

HCID 86692639N-(2-chloropyrimidin-5-yl)-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Toluene (5 ml) was added to 5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxylic acid chloride (500 mg) described in Reference Example 180, pyridine (5 ml) and 5-amino-2-chloropyridine (198 mg) were added thereto with stirring, and the mixture was stirred at 80° C. for two hours. After completion of the reaction, water was added to the reaction solution and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified with silica gel column chromatography (chloroform/methanol) to give N-(2-chloropyrimidin-5-yl)-5-methyl-1-[5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxamide (410 mg) as a white solid.

後処理

  1. additionwere added
  2. stirringthe mixture was stirred at 80° C. for two hours
  3. additionwas added to the reaction solution
  4. extractionextracted with chloroform
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe resulting residue was purified with silica gel column chromatography (chloroform/methanol)

出典と根拠

ORDレコード
ord-193394df043047bcb842cd98228ef49b
出典データセット
uspto-grants-2015_10
特許番号
US09150555B2

反応ノート

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