1-Methylpiperazine → 2-(4-methylpiperazin-1-yl)-7-(morpholine-4-carbonyl)-5H-pyrido[3,2-b]indole-4-carboxamid

Participants

Reaction Conditions

Reaction Steps

A 0.5 ml microwave vial was loaded with 2-bromo-7-(morpholine-4-carbonyl)-5H-pyrido[3,2-b]indole-4-carboxamide (8 mg, 0.019 mmol), 1-Methylpiperazine (0.25 ml, 2.246 mmol) and NMP (0.25 ml), sealed and heated to 180° C. for 2 hours. Purification by prep HPLC, followed by filtration of the product containing fractions through gave a Waters MCX cartridge, washing with MeOH and elution with 2M NH3 in MeOH and drying gave 6.3 mg 2-(4-methylpiperazin-1-yl)-7-(morpholine-4-carbonyl)-5H-pyrido[3,2-b]indole-4-carboxamid. MS (ESI) m/e+=423, m/e−=421 consistent with [M+H]+ and [M−H]−. HPLC retention time 5.42 min. (Sunfire C18 3.5 μm, 4.6×150 mm column, 15 min gradient, 10-100% B, 1 mL/min. Solvent A: 5% CH3CN—95% H2O—0.1% TFA; Solvent B: 95% CH3CN—5% H2O—0.1% TFA). 1H NMR (CD3OD) δ ppm 8.25 (d, 1H, J=8.3), 7.67 (b, 1H), 7.42 (s, 1H), 7.26 (dd, 1H, J=8.0, 1.2), 3.90-3.50 (m, 12H), 2.74-2.66 (m, 4H), 2.41 (s, 3H).

Provenance & Evidence