Isoamyl Nitrite → HCID 59644538, compound

Participants

Reaction Steps

Add isoamylnitrite (29 μL, 0.21 mmol) to a solution of {2-amino-4-[1-(3,5-bis-trifluoromethyl-benzyl)-5-pyridin-3-yl-1H-[1,2,3]triazol-4-yl]-thiazol-5-yl}-(2-chloro-phenyl)-methanone (63 mg, 0.103 mmol) in THF (1.5 mL). Stir the solution at RT for 30 min. then warm to reflux for an additional 30 min. Cool solution to RT and dilute with EtOAc (30 mL). Wash the organic solution with saturated NaHCO3 (15 mL) and brine (15 mL) then dry, filter, and concentrate. Purify the crude material by flash chromatography then triturate with ether (2×0.3 mL) and dry to give the title compound: MS (IS) 594.1 (M+1), MS (ES−) 592.0 (M−1); 1HNMR (400 MHz, CDCl3): δ 9.17 (s, 1H), 8.60 (d, 1H, J=5.0), 8.50 (s, 1H), 7.97 (s, 1H), 7.76 (s, 1H), 7.65 (s, 2H), 7.41 (m, 2H), 7.24 (m, 2H), 7.19 (m, 1H), 5.77 (s, 2H).

Provenance & Evidence