Trifluoroacetic acid → HCID 57897287, compound

Participants

Reaction Steps

This was prepared using the same procedure as for 5-bromo-3-nitro-4-(4-(1-(pyridin-2-yl)ethyl)piperazin-1-yl)pyridin-2-amine, but here using tert-butyl 4-((3,5-dimethylisoxazol-4-yl)methyl)piperazine-1-carboxylate (1.1 eq, 0.35 mmol, 104 mg), TFA (1.25 mL) and CH2Cl2 (4 mL), then 5-bromo-4-chloro-3-nitropyridin-2-amine (81 mg, 0.32 mmol) in iPrOH (3 mL) and DIPEA (1 mL). Filtration and washing as previously described gave the product (105 mg, 72% for two steps) as a yellow solid; δH (500 MHz, DMSO-d6) 2.19 (s, 3H, CH3), 2.32 (s, 3H, CH3), 2.47 (s, br, 4H, piperazine N(CH2)2), 3.03 (s, br, 4H, piperazine N(CH2)2), 3.30 (s, hidden by DMSO peak, 2H, NCH2), 6.96 (s, br, 2H, NH2), 8.16 (s, 1H, bromopyridine H-6);

Provenance & Evidence