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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386642Generated: October 30, 2026

Methyl iodide → HCID 57747383, compound

https://huagongshe.com/reaction/386642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 57747382HCID 57747382—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57747383HCID 57747383—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cold mixture of tert-butyl 4-(4-bromo-2,6-dimethylphenylthio)-5H-pyrrolo[3,2-d]pyrimidin-2-yl(4-cyanophenyl)carbamate (1.5 mmol) in THF (5 ml) at −78° C. is added a solution of LiHMDS (2 mmol). The mixture is warmed to 0° C. over 2 hours and then cooled to −78° C. Iodomethane (6 mmol) is added and the mixture warmed to room temperature over 2 hours and then stirred at room temperature for an additional 2 hours. The mixture is washed with brine and extracted with ethyl acetate (×3). The combined organic layers are dried over MgSO4 and concentrated to dryness. The crude material is purified by chromatography on silica.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372852B2
Source datasetuspto-grants-2013_02
ORD IDord-e829f80cd66345a2bacb2348eb29615a
Source noteuspto-grants-2013_02