Ammonium Chloride → HCID 178503416, compound

Participants

Reaction Steps

5-(2-methylsulfanyl-pyrimidin-4-yl)-1H-pyrazole-3-carboxylic acid (60 mg, 0.25 mmol) was reacted in dry DCM/DMF 9:1 mixture (2 mL) with O-(tetrahydro-2H-pyran-2-yl)hydroxylamine (44.6 mg, 0.38 mmol), EDC.HCl (73 mg, 0.38 mmol), HOBt (51.5 mg, 0.38 mmol) and DIPEA (0.087 mL, 0.51 mmol) at r.t. for 4 h. The reaction was worked up with water, NH4Cl sat. sol., NaHCO3 sat. sol. and extracted with AcOEt. The organic layer was washed with brine dried over Na2SO4, filtered and concentrated under reduced pressure. The crude was purified by silica gel flash chromatography eluting with DCM/MeOH 19/1 to provide 5-[2-(methylsulfanyl)pyrimidin-4-yl]-N-(tetrahydro-2H-pyran-2-yloxy)-1H-pyrazole-3-carboxamide 40 mg (48%) as a colorless oil.

Provenance & Evidence