Thionyl Chloride → HCID 68182263, compound

Participants

Reaction Steps

To a solution of (6-ethoxy-2-(ethylamino)-7-fluoroquinolin-3-yl)methanol SMA 44104 (61 mg, 0.23 mmol) in dry CH2Cl2 (10 mL) at 0° C. under N2 in a 25 mL round-bottomed flask equipped with a magnetic stirrer was added dropwise SOCl2 (0.33 mL, 4.56 mmol) and the mixture was stirred for 3 h at RT. The mixture was then concentrated to dryness at 40° C. under vacuum and the residue was taken up in CH2Cl2 (20 mL) before concentration back to dryness (done 3 times) to give 3-(chloromethyl)-6-ethoxy-N-ethyl-7-fluoroquinolin-2-amine hydrochloride SMA 44106 as a brown solid (88 mg, >100% yield).

Provenance & Evidence