Methanol → 3-(chloromethyl)-N,N,6-trimethylquinolin-2-amine hydrochloride

Participants

Reaction Steps

To a stirred solution of 2-(dimethylamino)-6-methylquinolin-3-yl)methanol RBO 40152 (900 mg, 4.16 mmol) in dry CH2Cl2 (30 mL) in a 100 mL round-bottomed flask equipped with a magnetic stirrer was added dropwise SOCl2 (3 mL, 42 mmol). The mixture was stirred for 3 h at RT then concentrated to dryness at 40° C. under vacuum. The residue was coevaporated twice with CH2Cl2 (20 mL) at 40° C. under vacuum to give of 3-(chloromethyl)-N,N,6-trimethylquinolin-2-amine hydrochloride RBO 35154 as a yellow solid (558 mg, 50% yield).

Provenance & Evidence