Binap, (A+-)- → HCID 24948152, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(3-aminomethyl-phenyl)-N′,N′-dimethyl-propane-1,3-diamine hydrochloride (65 mg, 0.267 mmol), 6-bromo-4-chloro-2H-phthalazin-1-one (66 mg, 0.254), Pd2(dba)3 (31 mg, 0.0339 mmol), rac-BINAP (57 mg, 0.0915 mmol), NaOtBu (88 mg, 0.916 mmol) and DMA (5 mL) was heated to 85° C. until the reaction was completed by HPLC. The reaction was filtered through celite and purified by preparatory HPLC to yield 4-chloro-6-[3-(3-dimethylamino-propylamino)-benzylamino]-2H-phthalazin-1-one hydroformate (17 mg) as an orange solid. 1H (400 MHz, d6-DMSO) δ: 1.62 (quintet, 2H), 2.11 (s, 6H), 2.26 (t, 2H), 2.98 (t, 2H), 4.29 (d, 2H), 6.42 (d, 1H), 6.53 (m, 2H), 6.81 (s, 1H), 7.10 (t, 1H), 7.12 (dd, 1H), 7.60 (t, 1H), 7.91 (d, 1H), 8.20 (s, 2H), 12.32 (s, 1H) ppm; m/z (M+1) 385.96.

Provenance & Evidence