Potassium Carbonate → HCID 43330318, compound

Participants

Reaction Steps

4-Chlorobenzylamine (7.3 mL, 60 mmol) was added dropwise to a stirred, cooled (˜0° C.), solution of 2,6-dichloro-3-nitropyridine (10.1 g, 52.2 mmol) and K2CO3 (7.93 g, 57.4 mmol) in MeCN (60 mL). After stirring for 5 hours at ambient temperature, the mixture was concentrated in vacuo and then partitioned between EtOAc and water. The EtOAc layer was then washed successively with aqueous potassium hydrogen sulfate solution, brine and then dried (MgSO4). The solution was evaporated in vacuo to give a yellow solid which was recrystallised from heptane/EtOAc (1:2) to give (4-chloro-benzyl)-(6-chloro-3-nitro-pyridin-2-yl)-amine as a yellow solid (7.67 g). The mother liquor was evaporated and the residue recrystallised from EtOH to give a second crop of product (3.39 g). MS: [M+H]+=298

Provenance & Evidence