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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185838Generated: November 1, 2026

Methanol → HCID 10224798, compound

https://huagongshe.com/reaction/2185838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantAnilineHCID 6115—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantHCID 15541009HCID 15541009—
SolventDimethylformamideHCID 6228—
ProductHCID 10224798HCID 1022479852.7%

Reaction Steps

To 5-(2-methylsulfonylpyrimidin-4-yl)-2-oxo-6-(3-trifluoromethylphenyl)-1,2-dihydropyridine-3-carbonitrile (160 mg, 0.35 mmol) in DMF, under argon, was added a prepared mixture of aniline (129 μL, 1.30 mmole) and potassium bis(trimethylsilyl)amide (0.5M in toluene) (2.6 mL, 1.30 mmole) under argon. The reaction was stirred for 15 minutes and then quenched into ethyl acetate and water. The pH was adjusted to 5.4 with aqueous potassium hydrogen sulfate solution and the ethyl acetate layer removed and concentrated to give a solid. Trituration of the solid from methanol (4 mL) gave 80 mg of a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403596B1
Source datasetuspto-grants-2002_06
ORD IDord-642d5d438aaa4a5981e0a71a0dc43a3f
Source noteuspto-grants-2002_06