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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179958Generated: October 25, 2026

Methyl iodide → (3-(5-Chloro-2-cyano-4-fluorophenoxy)-3-(3-pyridinyl)propyl]carbamic acid 1,1 dimethylethyl ester

https://huagongshe.com/reaction/2179958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 22489958HCID 22489958—
SolventTetrahydrofuranHCID 8028—
Product(3-(5-Chloro-2-cyano-4-fluorophenoxy)-3-(3-pyridinyl)propyl]carbamic acid 1,1 dimethylethyl esterHCID 86759694143.3%

Reaction Steps

Sodium hydride (34.2 mg, 60% dispersion in oil, 0.86 mmol) was added to a solution of the product from Example 58 (c) (219 mg, 0.54 mmol) and methyl iodide (0.2 ml, 3.2 mmol) in tetrahydrofuran (4 ml) and stirred for 3 h. Aqueous ammonium chloride was added and the mixture was extracted with dichloromethane (three times). The combined organic extracts were dried (sodium sulphate), evaporated and purified by chromatography on silica eluting; with petrol—acetone to give the sub-title compound as a colourless oil (157 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887871B2
Source datasetuspto-grants-2005_05
ORD IDord-87d828f4127d4b2aa4bfee92bc60c1b3
Source noteuspto-grants-2005_05