反応式
[CH3:1][N:2]1[CH:6]=[C:5]([C:7](O)=[O:8])[C:4]([C:10]([F:13])([F:12])[F:11])=[N:3]1.C(Cl)(=O)C(Cl)=O.CN(C=O)C.[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[NH2:38])=[CH:28][CH:27]=1>C(Cl)Cl.C(N(CC)CC)C>[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[NH:38][C:7]([C:5]2[C:4]([C:10]([F:13])([F:12])[F:11])=[N:3][N:2]([CH3:1])[CH:6]=2)=[O:8])=[CH:30][CH:31]=1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
A solution of 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid (0.68 g) and oxalyl chloride (0.49 g) in methylene chloride (30 ml) is stirred for 2 hours at room temperature in the presence of a catalytic amount of DMF. The resulting acid chloride solution is then added to a solution of 4′-chlorobiphenyl-2-ylamine (0.71 g) and triethylamine (0.36 g) in 15 ml of methylene chloride at 0° C. The reaction mixture is then stirred for 4 hours at room temperature. After distilling off the solvent in a water-jet-vacuum, the residue is taken up in ethylacetate/water. The ethylacetate phase is extracted twice with water. After drying of the organic phase with Na2SO4, the solvent is distilled off in a water-jet-vacuum and the residue purified by column chromatography (silica gel; eluant: ethylacetate/hexane=1:1). 0.8 g of 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid (4′-chlorobiphenyl-2-yl) amide are obtained in the form of slightly brownish crystals having a melting point of 144–146° C.
後処理
- distillationAfter distilling off the solvent in a water-jet-vacuum
- extractionThe ethylacetate phase is extracted twice with water
- dry with materialAfter drying of the organic phase with Na2SO4
- distillationthe solvent is distilled off in a water-jet-vacuum
- customthe residue purified by column chromatography (silica gel; eluant: ethylacetate/hexane=1:1)
出典と根拠
- ORDレコード
- ord-99ae9128fab0475badea545ca848a26e
- 出典データセット
- uspto-grants-2007_02
- 特許番号
- US07173055B1
関連ノート
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