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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716574Generated: November 1, 2026

Methyl iodide → HCID 68510861, compound

https://huagongshe.com/reaction/1716574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68509022HCID 68509022—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68510861HCID 6851086189%

Reaction Steps

4-(5-fluoro-2-methylbenzimidazol-1-yl)-3-hydroxy-Boc-piperidine (205 mg, 0.59 mmol) mmol) in THF (5 mL) and cooled to 0° C. under Ar. NaH (60% oil dispersion; 32 mg, 0.8 mmol) was added and the reaction mixture was stirred for 15 minutes. Iodomethane (0.8 mmol) was then added. After stirring for 3 hours at rt the reaction mixture was poured into saturated NaHCO3 and extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried over MgSO4. Filtration followed by removal of volatiles under reduced pressure yielded crude product from which 4-(5-fluoro-2-methylbenzimidazol-1-yl)-3-methoxy-Boc-piperidine (191 mg, 89%) was isolated as a waxy solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803816B2
Source datasetuspto-grants-2010_09
ORD IDord-c6721ad5f8ae4ffcb1ac297c1280cce9
Source noteuspto-grants-2010_09