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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664848Generated: November 1, 2026

Methyl iodide → HCID 59722654, compound

https://huagongshe.com/reaction/1664848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59722709HCID 59722709—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59722654HCID 5972265444.9%

Reaction Steps

Sodium hydride (60% dispersion in mineral oil; 25.0 mg, 0.61 mmol) was added to a solution of tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(hydroxymethyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate (160 mg, 0.41 mmol) and iodomethane (51.0 μL, 0.81 mmol) in tetrahydrofuran (2 mL) at 0° C. After 3 h, the reaction was quenched with water and the mixture was extracted with dichloromethane (3×). The organic layer was washed with water, saturated brine, dried over magnesium sulfate, filtered and concentrated. Purification by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.1% trifluoroacetic acid) gave the title compound (75 mg). MS 408.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039460B2
Source datasetuspto-grants-2011_10
ORD IDord-7e0de91b260a49d5ac474dddf10cbd54
Source noteuspto-grants-2011_10