Hydrochloric Acid → HCID 89524792, compound

Participants

Reaction Conditions

Reaction Steps

A 20 mL microwave vial was charged with methyl 3-chloroisoquinoline-5-carboxylate (0.36 g, 1.63 mmol), [1,1′-biphenyl]-2-yldicyclohexylphosphine (57 mg, 0.163 mmol), LHMDS (1.96 mL, 1.96 mmol) and Pd2(dba)3 (75 mg, 0.082 mmol) and then with 8 mL of THF. Reaction mixture was capped and stirred at 65° C. overnight. Then 2M HCl (4.08 mL, 8.17 mmol) was added and stirred at rt for 20 min. The reaction mixture was filtered and added with sat NaHCO3. Extracted with EtOAc. Combined organic layer was dried, filtered, concentrated in vacuo. Purified by silica gel chromatography (0-50% EtOAc in hexane) yielded 58% Methyl 3-aminoisoquinoline-5-carboxylate (26-2).

Provenance & Evidence