Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564719Generated: November 1, 2026

Methyl iodide → HCID 54496807, compound

https://huagongshe.com/reaction/564719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 69960434HCID 69960434—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 54496807HCID 54496807124.5%

Reaction Steps

A solution of 4-methoxy-4-(7-methoxyfuro[2,3-c]pyridin-2-yl)piperidine carboxylic acid tert-butyl alcohol (8.59 g) in dry N,N-dimethylformamide (100 ml) was stirred at room temperature under an atmosphere of dry nitrogen. Sodium hydride (60% in oil, 1.18 g) was added portionwise and stirring continued for 30 minutes. Iodomethane (3.07 ml) was added and stirring continued for 80 minutes. The mixture was diluted with ethyl acetate (300 ml) and washed with water (4×100 ml) and brine (1×100 ml). The organic extract was dried over magnesium sulphate, filtered and the solvent removed in vacuo to give the title compound (10.19 g) as a pale yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06169090A
Source datasetuspto-grants-2001_01
ORD IDord-a0059d29a890413f8a3a58c75e9f5614
Source noteuspto-grants-2001_01