反応 #78174

反応方程式

4-[(2-methyl-pyridin-4-yl)-methyl]-1(2H)-phthalazinone

phosphorus pentoxide

triethylamine hydrochloride

4-chloroaniline

sodium carbonate

→

Title compound

1-(4-Chloroanilino) 4-[(2-methyl-4-pyridyl)methyl]phthalazine

溶媒

dichloromethane methanol

反応条件

後処理

1. 1
   その他has formed
2. 2
   その他The cooled reaction mixture
3. 3
   workup.STIRRINGwith thorough stirring
4. 4
   洗浄The organic phase washed with water and brine
5. 5
   乾燥is dried over anhydrous sodium sulfate
6. 6
   その他evaporated under vacuum
7. 7
   その他the residue purified by means of flash chromatography on silica gel with particle size 0.04-0.06 mm

実験手順

A mixture of 910 mg (6.36 mmol) phosphorus pentoxide, 876 mg (6.36 mmol) triethylamine hydrochloride, and 812 mg (6.36 mmol) 4-chloroaniline is heated at 200° C. until a homogeneous melt has formed. To the melt, 400 g (1.59 mmol) 4-[(2-methyl-pyridin-4-yl)-methyl]-1(2H)-phthalazinone is added and the reaction mixture stirred for a further 16 h at 200° C. The cooled reaction mixture is distributed with thorough stirring and use of an ultrasonic bath between a dichloromethane/methanol mixture (about 20:1) and saturated aqueous sodium carbonate solution. The organic phase washed with water and brine is dried over anhydrous sodium sulfate, evaporated under vacuum, and the residue purified by means of flash chromatography on silica gel with particle size 0.04-0.06 mm, using an acetate/methanol mixture (19:1). Title compound is obtained after evaporation of the product-containing fractions under vacuum and crystallization of the residue from acetonitrile; m.p. 158-159° C.; ESI-MS: (M+H)+=361. The starting material is prepared as follows:

出典