(1-ETHYL-1H-PYRAZOL-4-YL)-METHANOL synthesis

Yield:905307-04-2 29.9 g

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 0 - 35; for 1 h;

Steps:

2.F; 60.G F) (1-Ethyl-1H-pyrazole-4-yl)methanol

A mixture of ethyl 1-ethyl-1H-pyrazole-4-carboxylate (48.0 g) and THF (100 mL) was added to a mixture of lithium aluminum hydride (16.3 g) and THF (400 mL) at 0-^^^^ and the mixture was stirred for one hour at room temperature. After the mixture was diluted with THF (150 mL) and cooled to 0°C sodium sulfate decahydrate (110 g) was added at 0-^^^ and stirred for one hour at room temperature. Impurities were filtered out, and the filtrate was distilled out under reduced pressure to obtain the title compound (29.9 g). [000384] ¹H NMR (300 MHz, DMSO-d₆) δ 1.33 (3H, t, J = 7.3 Hz), 4.07 (2H, q, J = 7.2 Hz), 4.32 (2H, d, J = 5.3 Hz), 4.77 (1H, t, J = 5.5 Hz), 7.32 (1H, s), 7.59 (1H, s)

References:

WO2021/234450,2021,A1 Location in patent:Paragraph 000383-000384; 000422-000423