Dimethylformamide → HCID 57845284, compound

Participants

Reaction Steps

The product of Step 2 (40 mg, 0.15 mmol) was suspended in CH2Cl2 (2 mL) under Ar. DMF (10 μL) was added, followed by oxalyl chloride (13 μL, 0.15 mmol). This mixture was stirred at rt for 30 min, then the resultant yellow solution was added to a −15° C. solution of 6-fluoro-1H-indazol-5-amine (25 mg, 0.17 mmol) in pyridine (2 mL). After stirring at −15° C. for 15 min, the reaction mixture was allowed to warm to rt over 1 h. The mixture was poured into EtOAc (50 mL), washed sequentially with aq. NH4Cl (20 mL), NaOH (10 mL, 2.5 N), HCl (10 mL, 1.0 N) and satd. NaCl. The organic phase was dried over Na2SO4, filtered and concentrated. The residue was triturated with 10% EtOAc/10% ether/80% hexanes to afford the title compound (34 mg, 57%). MS (ES+) m/e 401 [M+H]+.

Provenance & Evidence