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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023264Generated: October 31, 2026

Methyl iodide → HCID 178493931, compound

https://huagongshe.com/reaction/1023264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178523684HCID 178523684—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178493931HCID 17849393158.6%

Reaction Steps

To trans-1-Hydroxy-cyclopropanecarboxylic acid {4-[2-(4-benzo[1,3]dioxol-4-yl-piperazin-1-yl)-ethyl]-cyclohexyl}-amide (20 mg, 48.1 μmol, Eq: 1.00) in THF (500 μl) was added NaH (3.37 mg, 84.2 μmol, Eq: 1.75) and methyl iodide (17.1 mg, 7.52 μl, 120 μmol, Eq: 2.5). After 2 hours the reaction mixture was diluted with water (300 ul). The crude reaction mixture was concentrated in vacuo. The residue was suspended with 5 mL sat NaHCO3 and extracted with dichloromethane (2×10 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 10 g, 0% to 15% MeOH in dichloromethane) to yield the title compound as an off-white solid (12.1 mg, 58.5%), MS (ISP) m/z=430.2 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722683B2
Source datasetuspto-grants-2014_05
ORD IDord-7e8650d2074a4571a7245cb0520e0e92
Source noteuspto-grants-2014_05