Potassium Carbonate → HCID 78116693, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(3-chloropropyl)-N,N-dimethyl-3-azabicyclo[3.1.0]hexan-6-amine (0.70 g), K2CO3 (0.78 g) and 4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-ol (0.70 g) in 30 mL of DMF was stirred at 80° C. for 7 h, and cooled to rt. To this, 50 mL of ice-water was added, and the resulted mixture was extracted with CH2Cl2 (50 mL×3). The combined organic phases were dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (diluting agent: 20:1 (v/v) DCM/MeOH) to give the title compound as a pale yellow solid (0.47 g, 35.00%), HPLC: 96.00%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 486.1 (M+1); 1H NMR (400 MHz, d6-DMSO) δ: 9.45 (s, 1H), 7.80 (d, J=4.0 Hz, 1H), 7.70 (t, J=8.0 Hz, 1H), 7.54 (s, 2H), 7.12 (d, J=4.2 Hz, 1H), 7.01 (t, J=8.0 Hz, 1H), 4.19-4.12 (m, 2H), 3.93 (s, 3H), 2.45-3.30 (m, 6H), 2.51 (s, 6H), 2.14-1.93 (m, 6H), 1.33 (m, 1H) ppm.

Provenance & Evidence