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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445710Generated: October 31, 2026

Methyl iodide → HCID 58882923, compound

https://huagongshe.com/reaction/445710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 58882943HCID 58882943—
SolventDimethylformamideHCID 6228—
ProductHCID 58882923HCID 58882923—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of (5-bromo-2-methyl-pyridin-3-yl)-carbamic acid tert-butyl ester (Stage 158.1.2, 4.53 mmol) in DMF (20 ml) was cooled with an ice-bath and 55% NaH in oil (5.89 mmol) was added. The RM was stirred for 25 min at 0° C. then was added iodomethane (5.22 mmol). The RM was stirred for 2 h at it then was quenched with aqueous NaHCO3 and extracted with EtOAc. The organic layer was washed with water (3×), with brine (3×), dried over Na2SO4, filtered, evaporated and dried under vacuum to give the title compound as a brown solid (HPLC: tR 3.20 min (Method A); M+H=301, 303 MS-ES).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476294B2
Source datasetuspto-grants-2013_07
ORD IDord-1565fe74eb00417a99f2502ce414a4d2
Source noteuspto-grants-2013_07