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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104999Generated: November 2, 2026

Sodium hydride → HCID 14970868, compound

https://huagongshe.com/reaction/2104999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBenzyl chloromethyl etherHCID 137983—
Reactant4-MethylbenzimidazoleHCID 1519341—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 14970868HCID 1497086824.2%

Reaction Steps

To a solution of Intermediate 171.1 (130 mg, 0.984 mmol) in 3 mL THF at rt, was added sodium hydride (60%, 43 mg, 1.1 mmol). The mixture was stirred 5 min, then BOM-Cl (80%, 0.204 mL, 1.18 mmol) was added. The mixture was stirred at rt for 2 h, then was diluted with EtOAc, washed with H2O (2×) and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 100% EtOAc/hexanes gradient) to afford 60 mg of Intermediate 171.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576098B2
Source datasetuspto-grants-2009_08
ORD IDord-fa0ab2e1857044818e912c1a9f17e0f1
Source noteuspto-grants-2009_08