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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881493Generated: November 1, 2026

Methyl iodide → HCID 66934270, compound

https://huagongshe.com/reaction/881493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl (5-bromo-3-methylpyridin-2-yl)carbamateHCID 57345806—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66934270HCID 66934270—

Reaction Steps

To a solution of (5-bromo-3-methyl-pyridin-2-yl)-carbamic acid tert-butyl ester (409 mg) in THF (20 mL) was added sodium hydride (68 mg) and the reaction was stirred at room temperature for 20 min. Then, iodomethane (0.11 mL) was added and the reaction was stirred at room temperature for 16 h. The reaction was quenched with water (30 mL) and extracted into ethylacetate (2×20 mL). The organic layers were washed with brine (2×40 mL), dried (MgSO4) and reduced in vacuo to give (5-bromo-3-methyl-pyridin-2-yl)-methyl-carbamic acid tert-butyl ester as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993563B2
Source datasetuspto-grants-2015_03
ORD IDord-25e0bf9dd59e4e64966baba9f14d0797
Source noteuspto-grants-2015_03