Dichloromethane → 1-(6-(4-Aminonaphthalen-1-yloxy)pyrimidin-4-yl)urea

Participants

Reaction Steps

A solution of 1-(6-(4-nitronaphthalen-1-yloxy)pyrimidin-4-yl)urea (60 mg, 0.184 mmol) in a mixture of MeOH, DCM and THF (1:1:1 v/v/v, 30 mL) containing AcOH (2 drops) was subjected to hydrogenation by passage through a Thales H-cube (1.0 mL min−1, RT, 70 mm CatCart, 10% Pt/C, full hydrogen mode). The resulting solution was evaporated in vacuo to afford the title compound, Intermediate R1, as a brown glassy solid (58 mg, 76% purity, 81%); Rt 1.23 min (Method 1 basic); m/z 296 (M+H)+ (ES+). This material was used directly in the next step (below) without further purification.

Provenance & Evidence