Hydrochloric Acid → HCID 21934678, compound

Participants

Reaction Steps

A flame dried flask under Ar was charged with sodium hydride (35 mg, 60% dispersion, 0.86 mmol) and 2 mL anhydrous THF. 6-Piperidin-1-yl-pyrimidin-4-ylamine (70 mg, 0.39 mmol) was added slowly followed after 10 minutes by the addition of 2-chloro-thiazole-5-carbonitrile (68 mg, 0.47 mmol). After 1 hour at room temperature the reaction was heated to reflux. After 4 hours, the reaction was cooled, diluted with water and adjusted to pH 7 with 1M HCl (aq). The resulting precipitate was filtered washed with water and air dried. The resulting solid triturated with ether, sonucated, filtered and washed with ether. 1H-NMR (400 MHz, DMSO-d6) 11.99 (s, 1H), 8.39 (1H, s), 8.24 (1H, s), 6.20 (1H, s), 3.57–3.54 (m, 4H), 1.64–1.53 (m, 6H). M+1=287.3. mp>250.

Provenance & Evidence