1,2-Dimethoxyethane → HCID 67423639, compound

Participants

Reaction Conditions

Reaction Steps

tert-butyl 6-(5-amino-6-methoxypyridin-3-yl)pyrazin-2-ylmethylcarbamate (100 mg, 0.30 mmol, 1 eq.), 1-chloroisoquinoline (59 mg, 0.36 mmol, 1.2 eq.), Pd(OAc)2 (6.8 mg, 30.2 μmol, 0.1 eq.), Josiphos (16.7 mg, 30.2 μmol, 0.1 eq.) and sodium tert-butoxide (41 mg, 0.42 mmol, 1.4 eq.) were placed in a 2.5 mL V-bottomed Wheaton vial and dry DME (0.5 mL) was added. The resulting mixture was stirred at 90° C. overnight. The reaction mixture was allowed to cool to RT, diluted with DCM, silica (10 mL) added, concentrated under reduced pressure and purified by column chromatography (50% EtOAc in hexanes, dry loaded on silica, 100 mL silica) to give an ochre foam (76.6 mg, 56% Yield).

Provenance & Evidence