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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408546Generated: November 3, 2026

Methyl iodide → HCID 57518336, compound

https://huagongshe.com/reaction/1408546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 57518335HCID 57518335—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57518336HCID 5751833638.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

N-{4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-3-fluorophenyl}-4-methylpyrimidine-5-carboxamide (300 mg, 0.74 mmol) was dissolved in THF, cooled to 0° C., added sodium hydride (35 mg, 1.48 mmol) and stirred the mixture for 30 mins at the same temperature. Methyl Iodide (120 mg, 0.84 mmol) was added and heated the reaction mixture to rt. After 3 h, reaction mixture quenched with water. Work up (H2O/AcOEt) and purification afforded the title compound (120 mg) as a pale-yellow solid. 1H-NMR (δ ppm, CDCl3, 400 MHz): 8.99 (s, 1H), 8.41 (s, 1H), 7.46 (t, J 8.1, 1H), 7.08-7.01 (m, 2H), 6.21 (s, 1H), 3.53 (s, 3H), 2.58 (s, 3H), 1.60-1.51 (m, 1H), 0.98-0.88 (m, 2H), 0.70-0.60 (m, 2H). MS (m/z): 418.35 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921364B2
Source datasetuspto-grants-2014_12
ORD IDord-899faa9dfafd4bd8ae992b7ea50e6e19
Source noteuspto-grants-2014_12