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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59173Generated: October 29, 2026

Ammonium Chloride → 2-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-4-yl)butan-2-ol

https://huagongshe.com/reaction/59173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-4-yl)ethanoneHCID 117824076—
ReactantHCID 178418443HCID 178418443—
SolventTetrahydrofuranHCID 8028—
Product2-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-4-yl)butan-2-olHCID 86344984—

Reaction Steps

Ethylmagnesium bromide (0.86 mL, 2.57 mmol, 3M in THF) was dissolved in THF (5 mL). 1-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)methyl)-pyrimidin-4-yl)ethanone (140 mg, 0.32 mmol) was dissolved in THF (5 mL) and was added slowly to the solution of ethylmagnesium bromide. The mixture was cooled on ice, ammonium chloride (sat, aq, 5 mL) was added and the mixture was stirred for 5 min. The mixture was extracted with EtOAc (×2). The solvents were evaporated and the residue was purified by column chromatography on silica eluting with a gradient of MeOH in DCM to give the title compound as an oil, 63 mg (42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-260dd5149c6140c3a68958ef320c9116
Source noteuspto-grants-2016_09