Hydrochloric Acid → Ammonium Hydroxide

Participants

Reaction Conditions

Reaction Steps

To a solution of dimethyl 6-chloropyridine-3,4-dicarboxylate from Step B (1.26 g, 5.50 mmol) in THF (10 mL) at 0° C. was added sodium borohydride (1.07 g, 28.2 mmol) carefully. To the resulting mixture was added MeOH (5 mL), dropwise, over 20 min. The reaction mixture was stirred at 0° C. for 1 h, then H2O (5 mL) and 1 N HCl (5 mL) were added and the mixture was concentrated to dryness in vacuo. The residue was purified by silica gel chromatography, eluting with a gradient of CH2Cl2:MeOH:NH4OH—100:0:0 to 80:20:0.2, to give the title compound. MS: m/z=174 (M+1).

Provenance & Evidence