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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512166Generated: October 28, 2026

Methyl iodide → HCID 86716192, compound

https://huagongshe.com/reaction/512166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 86716193HCID 86716193—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86716192HCID 8671619236.4%

Reaction Steps

To a solution of 3-cyclopropyl-2-(2-(trifluoromethyl)pyrimidin-5-yl)propanenitrile (310 mg, 1.29 mmol) and MeI (0.27 g, 1.9 mmol) in dioxane (10 ml) was added t-BuOK (1.39 mL, 1.39 mmol, 1M in THF) dropwise at room temperature under N2. The mixture was stirred for 1 h, then quenched by sat.aq. NH4Cl (10 mL), and extracted with EtOAc(3×10 ml). The organic layer was concentrated under reduced pressure to give crude product, which was purified by column chromatography on silica gel (EtOAc/Petroleum ether=1:4) to give compound the title compound (120 mg, yield: 36%). 1H NMR(CDCl3 varian 400): δ9.02 (s, 2H), 1.92 (d, J=6.8 Hz, 2H), 1.87 (s, 3H), 0.80-0.67 (m, 1H), 0.65-0.56 (m, 1H), 0.55-0.45 (m, 1H), 0.30-0.20 (m, 1H), 0.05-0.04 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102591B2
Source datasetuspto-grants-2015_08
ORD IDord-8546b5f879b44ad59316374c6d45f479
Source noteuspto-grants-2015_08