反应详情

A solution of 2-(2-(benzyloxymethyl)-2H-tetrazol-5-yl)-4-methyl-N-(pyridin-3-ylmethyl)thiazole-5-carboxamide (2.80 g, 6.65 mmol) in a mixture of methanol (20 mL) and hydrochloric acid (1 mL) was refluxed for 17 hours. The reaction mixture was cooled to ambient temperature and methanol was removed in vacuo. The residue was diluted with water (20 mL), basified with 1% sodium hydroxide and extracted with ethyl acetate (7 mL). The aqueous layer was cooled to 0° C. and acidified with 1% hydrochloric acid. The white solid obtained was filtered and dried in air to afford the title compound in 80% yield (1.60 g): mp>200° C. (decomposition); 1H NMR (300 MHz, DMSO-d6) δ 9.08 (t, J=5.8 Hz, 1H), 8.59 (br s, 1H), 8.51 (br s, 1H), 7.89-7.82 (m, 1H), 7.52-7.42 (m, 1H), 5.04 (br s, 1H), 4.47 (d, J=5.8 Hz, 2H), 2.64 (s, 3H); 13C NMR (75 MHz, DMSO-d6) δ 161.2, 156.6, 152.6, 147.9, 147.4, 137.4, 135.7, 128.2, 124.6, 41.1, 17.4; MS (ES−) m/z 300.3 (M−1).

1. temperaturewas refluxed for 17 hours
2. custommethanol was removed in vacuo
3. additionThe residue was diluted with water (20 mL)
4. extractionextracted with ethyl acetate (7 mL)
5. temperatureThe aqueous layer was cooled to 0° C.
6. customThe white solid obtained
7. filtrationwas filtered
8. customdried in air