Isoniazid → HCID 86683659, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of tert-butyl(1-(4-(7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (100 mg, 0.205 mmol) and isonicotinic acid hydrazide (127 mg, 0.923 mmol) in p-xylene (2 ml) was heated to 150° C. for 15 minutes under microwave irradiation. The resulting reaction mixture was concentrated to dryness under reduced pressure and purified by Biotage silica gel chromatography (gradient 0% to 20% ethyl acetate in n-hexanes) to give the title compound (14 mg, 12%), LCMS (Method A): RT=6.28 min, M+1=573. 1H NMR (500 MHz, CDCl3): 8.90 (2H, d), 7.70 (2H, d), 7.38 (1H, s), 7.36-7.32 (2H, d), 7.31-7.27 (2H, d), 7.25-7.18 (3H, m), 6.98-6.93 (2H, dd), 5.66 (2H, s), 2.55-2.41 (4H, m), 2.14-2.01 (1H, m), 1.88-1.78 (1H, m), 1.46-1.24 (9H, bs).

Provenance & Evidence