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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400670Generated: October 31, 2026

Sodium hydride → HCID 58213802, compound

https://huagongshe.com/reaction/1400670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl indole-6-carboxylateHCID 639844—
ReactantHCID 58213827HCID 58213827—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58213802HCID 5821380275%

Reaction Steps

To a solution of 1H-indole-6-carboxylic acid methyl ester (0.54 g, 3.1 mmol) and (6-methoxypyridin-3-yl)methyl methanesulfonate (0.73 g, 3.4 mmol) in DMF (15 mL) was added NaH (0.9 g, 3.7 mmol). After stirring at room temperature for 1 hr, the solution was diluted with ethyl acetate (100 ml) and washed with water (100 ml). The organic layer was dried (MgSO4), filtered and concentrated. The remaining residue was subjected to flash chromatography (40% ethyl acetate/hexane) to provide 0.68 g (75%) of methyl 1-((6-methoxypyridin-3-yl)methyl)-1H-indole-6-carboxylate as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906954B2
Source datasetuspto-grants-2014_12
ORD IDord-4881b6c9fcbc4f8f8a8682c356cd08a2
Source noteuspto-grants-2014_12