3-Methoxybenzylamine → 4-N-[(3-methoxyphenyl)methyl]-2-N-phenylpyridine-2,4-diamine

Temperatur

100 °C

(3-methoxyphenyl)methanamine (73.7 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-(3-methoxybenzyl)-N2-phenylpyridine-2,4-diamine (80 mg, 53.6 %) as an off-white gum.

ORD-Eintrag

ord-3d49493a2a1a42b2b80747d57867d066

Quelldatensatz

750 AstraZeneca ELN dataset

Originallink

Quelle ansehen