تفاعل #724

معادلة التفاعل

Fc1ccc(Nc2cc(Cl)ccn2

NCc1ccccc1

→

Fc1ccc(Nc2cc(NCc3ccc

المردود 74.4%

المذيبات

CC(=O)N(C)C

ظروف التفاعل

الإجراء التجريبي

Phenylmethanamine (52.9 mg, 0.49 mmol), 4-chloro-N-(4-fluorophenyl)pyridin-2-amine (100 mg, 0.45 mmol) and sodium 2-methylpropan-2-olate (86 mg, 0.90 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 (29.9 mg, 0.05 mmol) and diacetoxypalladium (8.07 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-benzyl-N2-(4-fluorophenyl)pyridine-2,4-diamine (98 mg, 74.4 %) as an off-white solid.

المصدر