Acetic Acid → 4-(2-Chloropyridin-4-ylthio)naphthalen-1-amine

Participants

Reaction Steps

A solution of 2-chloro-4-(4-nitronaphthalen-1-ylthio)pyridine (1.68 g, 5.30 mmol) in a mixture of MeOH (30 mL), EtOAc (100 mL) and AcOH (10 mL) was subjected to hydrogenation by two passages through a Thales H-cube (1.0 mL min−1, 50° C., 70 mm, 10% Pt—C Cat-Cart, full hydrogen mode) and was then evaporated in vacuo to afford 4-(2-chloropyridin-4-ylthio) naphthalen-1-amine as a brown oil (1.40 g, 90% purity (LCMS), 83%); Rt 4.50 min (Method 1 basic); m/z 287 (M+H)+ (ES+). The material so obtained was used in the next step without further purification.

Provenance & Evidence