A new synthetic route of 2-Chloro-5-fluoropyridin-3-ol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-35-3, its application will become more common.

Reference of 884494-35-3 ,Some common heterocyclic compound, 884494-35-3, molecular formula is C5H3ClFNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

tert-butyl 4-(2-chloroacetamido)piperidine-1-carboxylate (2.02 g, 7.3120 mmol) and 2-chloro-5-fluoropyridin-3-ol (1.08 g, 7.32 mmol) weredissolved in DMF (70 ml). Caesium carbonate (4.88 g, 15 mmol) was added and the mixture heated to 1 oooc for 18 hours. After cooling toroom temperature the mixture was partitioned between ethyl acetateand water and the organic phase washed with water. The organic layerwas then evaporated onto silica and purified by flash column5 chromatography eluting with 20 to 100% ethyl acetate/iso-hexane togive the title compound (2.19 g, 85% yield). 1H NMR (400 MHz, CDCb):o 7.80 (d, J=2.5 Hz, 1 H), 7.23 (dd, J=2.7, 9.0 Hz, 1 H), 4.70 (s, 2H), 4.43- 4.29 (m, 3H), 2.81 (m, 2H), 2.50 – 2.37 (m, 2H), 1.74 (dd, J=1.5, 11.6Hz, 2H), 1.50 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-35-3, its application will become more common.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; MAGARO’, Gabriele; GAROFALO, Barbara; FURLOTTI, Guido; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; (182 pag.)WO2017/211759; (2017); A1;,
Pyridine – Wikipedia,
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