Potassium Phosphate, Tribasic → HCID 58169438, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-((tert-butyldimethylsilyloxy)methyl)-2-chloro-N-(5-cyclopropyl-1H-pyrazol-3-yl)pyrimidin-4-amine (200 mg, 0.53 mmol, 1.0 eq), phenylboronic acid (90.5 mg, 0.742 mmol, 1.4 eq), Pd2(dba)3 (48.5 mg, 0.053 mmol, 0.1 equiv.), tricyclohexylphosphine (35.7 mg, 0.127 mmol, 0.24 equiv.), K3PO4 (450 mg, 2.12 mmol, 4 eq) in 1,4-dioxane (20 mL) and water (4 mL) was stirred at 100° C. under a nitrogen atmosphere for 15 h. The reaction mixture was allowed to cool to room temperature and concentrated to give a residue, which was purified by silica gel chromatography (CH2Cl2/MeOH 500:1 to 100:1 as eluent) to afford 5-((tert-butyldimethylsilyloxy)methyl)-N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-phenylpyrimidin-4-amine (50 mg, 22.5%) as a solid. LC-MS (m/z)=422.2 [M+H]+.

Provenance & Evidence