Aluminium lithium hydride → HCID 58169454, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 2-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidine-5-carboxylate (3.5 g, 11.4 mmol, 1.0 eq) in anhydrous THF (50 mL), LiAlH4 (1.3 g, 34.2 mmol, 3.0 eq) was added portionwise under 0° C. (ice bath). The mixture was stirred at 0° C. for 1 h and 20° C. for 16 h. Ice-water (50 mL) was added and the resulting mixture was extracted by EtOAc (4×50 mL). The combined organic phases were washed (brine), dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel chromatography (CH2Cl2/MeOH 500:1 to 15:1 as eluent) to afford (2-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-5-yl)methanol (350 mg, 12%) as white solid. LC-MS (m/z)=266.0 [M+H]+.

Provenance & Evidence