Trimethyl orthoformate → HCID 178428190, compound

Participants

Reaction Steps

Dissolve N2-(6-fluoroindan-1-yl)-N6-(5-methyl-2H-pyrazol-3-yl)-pyridine-2,3,6-triamine dihydrochloride in acetic acid (5 mL) and trimethyl orthoformate (0.68 mL, 6.20 mmol). Stir under nitrogen for 30 minutes. Concentrate in vacuo and purify by reverse phase chromatography, eluting with a gradient of 0.03% aqueous hydrochloric acid in acetonitrile to give the racemate of the title compound (0.124 g, 19%, 2 steps). MS (ES) m/z=349 [M+1]. Separate the racemate with chiral chromatography conditions to give the title compound: (70 mg, 11%. Enantiomer 1 (first eluent at 3.7 min)>99% ee, 100% MeOH, 0.2% DMEA, 1.0 mL/min, 4.6×150 mm, CHIRALPAK® AD-H).

Provenance & Evidence