2-Chloro-1,7-naphthyridine → HCID 69511258, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(2-amino-benzoylamino)-4,4-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (Step A, 303 mg, 0.77 mmol), 2-chloro-[1,7]naphthyridine (126 mg, 0.77 mmol), Pd2(dba)3 (7.1 mg, 0.008 mmol), 2-dicyclohexyl phosphino-2′-(N-N-dimethyamino)biphenyl (8 mg, 0.02 mmol), and LiN(TMS)2 (1 M solution in THF, 2.3 mL) was heated at 80° C. for 12 h. The mixture was concentrated in vacuo and the crude material was purified with flash chromatography (SiO2, 5% MeOH/CH2Cl2) to obtain the titled compound. MS (ES+): 524.0 (M+H)+. Calc'd for C31H33N5O3-523.63.

Provenance & Evidence