Benzylamine → N-Benzyl-4-chloropyridin-2-amine

Participants

Role	Name	HCID	Charge
Reactant	Benzylamine	HCID 7504	—
Reactant	2,4-Dichloropyridine	HCID 33515	—
Reagent	Cesium carbonate	HCID 10796	—
Catalyst	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Catalyst	Palladium (II) acetate	HCID 4144353	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	N-Benzyl-4-chloropyridin-2-amine	HCID 53419269	0%

Reaction Conditions

Temperature	100 °C

Reaction Steps

phenylmethanamine (0.111 mL, 1.01 mmol), 2,4-dichloropyridine (0.151 mL, 1.01 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (70.4 mg, 0.12 mmol) and cesium carbonate (660 mg, 2.03 mmol) were stirred in 1,4-dioxane (5 mL). The mixture was purged with nitrogen for 10 minutes. Palladium(II) acetate (22.76 mg, 0.10 mmol) was added and sealed into a microwave tube. The reaction was heated to 100 °C for 1 hour in the microwave reactor and cooled to RT. The reaction was heated to 100 °C for 1 hour in the microwave reactor and cooled to RT.

Provenance & Evidence

Source dataset	750 AstraZeneca ELN dataset
ORD ID	ord-c8c1812487cb45a2983e445d322bb930
Source note	750 AstraZeneca ELN dataset