1,2-Dibromoethane → HCID 59837522, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of {4-[4-(3-Pyrrolidin-1-ylpropoxy)phenyl]tetrahydropyran-4-yl}methylamine (482 mg, 1.50 mmol), 1,2-dibromoethane (0.13 ml, 1.50 mmol) and K2CO3 (420 mg, 3.0 mmol) in acetonitrile (50 ml) was heated to 70° C. for 3 days. The mixture was concentrated in vacuo and purified by flash chromatography on silica gel eluting with dichloromethane:methanol:ammonia (93:7:1 to 91:9:1) to provide the title compound as a clear colourless oil (51 mg, 0.15 mmol, 10%). 1H NMR (400 MHz, CDCl3) δ 0.71 (m, 2H), 1.48 (m, 2H), 1.78 (m, 4H), 2.00 (m, 4H), 2.19 (m, 2H), 2.30 (s, 2H), 2.54 (m, 4H), 2.63 (t, 2H), 3.54 (m, 2H), 3.78 (m, 2H), 4.01 (t, 2H), 6.86 (d, 2H), 7.21 (d, 2H). HRMS ESI+ m/z 345.2534 [MH]+.

Provenance & Evidence