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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59145Generated: 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)propan-2-ol

https://huagongshe.com/reaction/59145

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 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
Product2-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-4-yl)propan-2-olHCID 8634406858%

Reaction Steps

1-(2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)-methyl)pyrimidin-4-yl)ethanone (178 mg, 0.41 mmol) was dissolved in THF (5 mL). The mixture was added to methylmagnesium bromide (3 M in THF, 1.090 mL, 3.27 mmol) in THF (5 mL). The mixture was stirred at rt for 5 min. The mixture was cooled at 0° C. and ammonium chloride (aq) was added. The mixture was extracted by EtOAc, the organic phase was dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica eluting with a gradient of methanol in DCM to give the title compound as a solid 107 mg (58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439904B2
Source datasetuspto-grants-2016_09
ORD IDord-693c2d6f755c43819172bf378225c1fc
Source noteuspto-grants-2016_09