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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632480Generated: October 30, 2026

Methyl iodide → HCID 77105955, compound

https://huagongshe.com/reaction/632480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 90273387HCID 90273387—
SolventTetrahydrofuranHCID 8028—
ProductHCID 77105955HCID 77105955—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-(5-piperidin-4-yl-[1,3,4]oxadiazol-2-yl)-5-p-tolyl-pyridin-2-ylamine (250 mg, 0.746 mmol) in THF (25 mL) was added NaH (55%) (48.8 mg, 1.119 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 1 h. Then MeI (95 mg, 0.671 mmol) was added at 0° C., and the reaction mixture was stirred at 0° C. for a further 3 h. The reaction mixture was then poured into ice-water (30 mL) and extracted with ethyl acetate (3×20 mL). The organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford crude compound. Crude compound was purified by preparative HPLC to afford the title compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321748B2
Source datasetuspto-grants-2016_04
ORD IDord-70b2830143c74155a4c6aa6ca9cc4898
Source noteuspto-grants-2016_04