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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1454727Generated: October 30, 2026

Water → HCID 67099972, compound

https://huagongshe.com/reaction/1454727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67099737HCID 67099737—
SolventDimethylformamideHCID 6228—
ProductHCID 67099972HCID 6709997291%

Reaction Steps

A solution of 1-[6-chloro-1-[4-(2-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}ethyl)phenyl]-5-(trifluoromethyl)-1H-benzimidazol-2-yl]ethanol (step 4, 590 mg, 0.95 mmol) in DMF (10 ml) was added NaH (45 mg, 1.13 mmol). Then the mixture was added MeI (0.08 ml, 1.23 mmol) at room temperature. The mixture was stirred at room temperature for 1 h. The mixture was added water (30 ml) and extracted with ethyl acetate (100 ml). The organic layer was washed with water (50 ml), brine (50 ml), then dried (Na2SO4). After removal of solvent, the crude product was purified by flash column chromatography eluting with hexane/ethyl acetate (3:1) to afford 550 mg (91%) of the title compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07479564B2
Source datasetuspto-grants-2009_01
ORD IDord-5daa101a15de4dea8e7ddc7f30285f64
Source noteuspto-grants-2009_01