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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206039Generated: October 29, 2026

Sodium hydride → HCID 178494049, compound

https://huagongshe.com/reaction/2206039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-Iodo-4-methoxy-1H-pyrrolo[3,2-c]pyridineHCID 24729414—
ReactantHCID 178427787HCID 178427787—
SolventDimethylformamideHCID 6228—
ProductHCID 178494049HCID 17849404956.3%

Reaction Steps

To a solution of 3-iodo-4-methoxy-1H-pyrrolo[3,2-c]pyridine (0.100 g) in DMF (5 mL) was added sodium hydride (60% dispersion in mineral oil, 36.5 mg), and the mixture was stirred at room temperature for 1 hr. trans-4-((tert-Butyl(dimethyl)silyl)oxy)cyclohexyl 4-methylbenzenesulfonate (351 mg) was added thereto, and the mixture was stirred overnight at room temperature. The reaction mixture was extracted with water and ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-e42db7e1273540a68a15091fbadefd83
Source noteuspto-grants-2016_06