Acetic Acid → HCID 71152016, compound

Participants

Reaction Conditions

Reaction Steps

4-Chloro-2-(3-pyridyl)thiazole-5-carbaldehyde (1.4 g, 6.25 mmol) was dissolved in dry THF (28 ml) and cooled to −10° C. A 3 M solution of methyl magnesiumchloride in THF (2.08 ml, 6.25 mmol) was added dropwise. The reaction mixture was stirred at ambient temperature for 18 hours. Water (1.7 ml) was added, followed by CH3COOH (1 ml). The reaction mixture was extracted with ethyl acetate, the organic layer was separated, dried, filtered, and the solvent was evaporated to dryness to get 1-[4-chloro-2-(3-pyridyl)thiazol-5-yl]ethanol as a brown solid. 1H NMR (300 Mz, DMSO-d6): δ: 9.07 (s, 1H), 8.68 (dd, 1H, J=1.5 Hz), 8.26 (m, 1H), 7.53 (m, 1H), 5.92 (t, 1H, J=6 Hz), 4.67 (d, 3H, J=5.4 Hz).

Provenance & Evidence