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909718-83-8

7-METHOXY-2-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIDINE-4-CARBALDEHYDE synthesis

8synthesis methods
(7-METHOXY-2-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIDIN-4-YL)METHANOL

909718-28-1
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7-METHOXY-2-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIDINE-4-CARBALDEHYDE

909718-83-8
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Yield:909718-83-8 93%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane at 50; for 24 h;

Steps:

7-Methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridine-4-carbaldehyde (9)

General procedure: To a stirred solution of 8a (2.50 g) in CH2Cl2 (60 mL) was added MnO2 (10.5 g), and the resulting mixture was stirred for 24 h at 50 °C. The resulting mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuo to give the title compound (2.28 g, 93 %) as a gray solid. 1H-NMR (CDCl3): δ 4.31 (3H, s), 6.43 (1H, d, J = 7.9 Hz), 7.64 (1H, s), 7.87 (1H, d, J = 7.9 Hz), 9.98 (1H, s). MS (EI): 244 ([M]+).

References:

Kojima, Akihiko;Takita, Satoshi;Sumiya, Tatsunobu;Ochiai, Koji;Iwase, Kazuhiko;Kishi, Tetsuya;Ohinata, Akira;Yageta, Yuichi;Yasue, Tokutaro;Kohno, Yasushi [Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,# 19,p. 5311 - 5316] Location in patent:supporting information