HCID 89726084, compound → HCID 89726037, compound

Participants

Reaction Steps

4-(2-amino-5-chloro-3-nitropyridin-4-ylamino)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (9) (1.5 g, 4.43 mmol) was added to a suspension of Raney Nickel (1 g) taken in MeOH (50 ml) and hydrogenated for 2 h when TLC confirmed completion of reaction. The reaction mixture was filtered through a bed of celite and the bed was washed well with MeOH. The filtrate was concentrated to afford the product (1.37 g, 77%) as a light grey solid. NMR: δ (1H, 400 MHz, CD3OD): 0.91 (3H, s), 0.96 (3H, s), 1.13 (3H, s), 1.20-1.35 (1H, m), 1.64-1.80 (2H, m), 2.06-2.18 (1H, m), 2.23 (1H, d, J=18 Hz), 2.61 (1H, dd, J=3.6, 18.0 Hz), 7.20 (1H, s) LCMS: (254 nm): [M+H]+ 309.10 (89.4%)

Provenance & Evidence