Sodium hydride → HCID 22457796, compound

Participants

Reaction Steps

2-Hydroxymethyl-3-methylpyridine (43 mg) was dissolved in dimethylformamide (2 ml) under N2. Sodium hydride (60% w/w in oil, 14 mg) was added followed after 5-10 minutes by 6-chloro-7-(1-methylcyclopentyl)-3-phenyl-1,2,4-triazolo[4,3-b]pyridazine (100 mg). Reaction was stirred at room temperature for 18 hours, partitioned between ethyl acetate and water, organic phase separated, dried (MgSO4) and evaporated to dryness. Recrystled from ethyl acetate to give pure product. 1H NMR (360 MHz, CDCl3) δ1.30 (3 H, s), 1.77 (6 H, m), 1.93 (2 H, m), 2.44 (3 H, s), 5.62 (2 H, s), 7.25 (1 H, m), 7.50 (3 H, m), 7.58 (1 H, d, J=7.8 Hz), 7.92 (1 H, s), 8.42 (2 H, d, J=6.4 Hz), 8.50 (1 H, m), ms (ES+) m/e 400 [MH]+.

Provenance & Evidence