تفاعل #689

معادلة التفاعل

Clc1ccnc(Nc2ccccc2)c

NCc1c(F)cccc1F

→

Fc1cccc(F)c1CNc1ccnc

المردود 61.1%

المذيبات

CC(=O)N(C)C

ظروف التفاعل

الإجراء التجريبي

(2,6-difluorophenyl)methanamine (77 mg, 0.54 mmol), 4-chloro-N- phenylpyridin-2-amine (100 mg, 0.49 mmol) and sodium 2-methylpropan-2-olate (94 mg, 0.98 mmol) were suspended in DMA (2 mL) and sealed into a microwave tube. Nitrogen was bubbled through the reaction mixture for 5 minutes. (R)-(-)-1-[(S)-2-(DICYCLOHEXYLPHOSPHINO)FERROCENYL]ETHYLDI-T-BUTYLPHOSPHINE (32.5 mg, 0.06 mmol) and diacetoxypalladium (8.78 mg, 0.04 mmol) were added to the reaction mixture and nitrogen was bubbled through the reaction mixture for a further 5 minutes. The reaction was heated thermally to 100 °C for 30 mins under nitrogen and cooled to RT. The reaction mixture was neutralised with HCl and purified by ion exchange chromatography, using a 20 g SCX column. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% MeOH in DCM. Fractions containing product were evaporated to dryness to afford N4-(2,6-difluorobenzyl)-N2-phenylpyridine-2,4-diamine (93 mg, 61.1 %) as a purple gum.

المصدر