HCID 18186484, compound → HCID 18186489, compound

Participants

Reaction Steps

4-Anilino-2-chloro-5-(2-phenylethynyl)pyrimidine (Method 72; 400 mg) was dissolved in ethyl acetate (100 ml) and the solution was purged with nitrogen. 5% Rhodium on carbon (50 mg) was added and the mixture was hydrogenated at standard temperature and pressure (STP) for 20 hours. A further portion of 5% rhodium on carbon catalyst (50 mg) was added and the solution was hydrogenated at STP for a further 3 hours. The catalyst was removed by filtration and the filtrate was concentrated. The residue was purified by bond elute chromatography, eluting with 0-10% ethyl acetate in isohexane, to give the product (70 mg). NMR (CDCl3): 2.8 (t, 2H), 3.0 (t, 2H), 6.25 (s, 1H), 7.1 (m, 1H), 7.15-7.4 (m, 9H), 7.95 (s, 1H); MS (MH+): 310, 312.

Provenance & Evidence