Compound 6
7-(3-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid
From: Small-molecule inhibition of TLR8 through stabilization of its resting state
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
The 9 (0.2 g, 0.6 mmol) was suspended in ethanol (3 mL) and treated with 7.2 M sodium hydroxide solution (1.1 mL, 7.9 mmol). The mixture was heated to 80 °C and then stirred for 3 h. The mixture was cooled and neutralized to pH 6−7 using 1M HCl solution. The slurry was filtered and the solid residue was washed with water and then diethyl ether to obtain 0.12 g (67%) of 6 as a yellow solid. Purity: 97.9%. 1H NMR (400 MHz, DMSO-d6) δ 8.65 (s, 1H), 8.48 (s, 1H), 8.24 (s, 2H), 8.07 – 7.97 (m, 2H), 7.80 (d, J = 3.6 Hz, 1H), 7.33 (s, 1H).
- PubChemID:
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347909831
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