Potassium Carbonate → 2-(4-Hydroxymethyl-5-methyl-pyridin-2-ylamino)-thiazole-5-carbonitrile

Participants

Reaction Steps

2-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-pyridin-2-ylamino]-thiazole-5-carbonitrile (9-7, 0.650 g, 1.80 mmol) was dissolved in 5 mL THF. HF-pyridine (Aldrich), 0.5 mL, was added and the reaction was stirred at room temperature. After 4 hours the reaction was diluted with water and the pH was adjuted to 7 with K2CO3 (s). The resulting precipitate was filtered and washed with water to afford 9-8 as an orange solid which was used in the next step without further purification. 1H NMR (DMSO-d6) δ 12.15 (s, 1H), 8.24 (s, 1H), 8.10 (s, 1H), 7.26 (s, 1H), 5.48 (bs, 1H), 4.52 (s, 2H), 2.13 (s, 3H).

Provenance & Evidence