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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1256602Generated: October 25, 2026

1-Butanol → HCID 66614473, compound

https://huagongshe.com/reaction/1256602

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-(3-fluoropyridin-4-yl)-1-methyl-5-trifluoromethyl-1H-benzimidazoleHCID 66611522—
SolventDimethylformamideHCID 6228—
ProductHCID 66614473HCID 6661447389.3%

Reaction Steps

To a mixture of 0.44 g of 1-butanol and 6 ml of DMF was added 0.24 g of 60% sodium hydride (oily) under ice cool, and the mixture was stirred for 10 minutes. And, 2-(3-fluoropyridin-4-yl-)-1-methyl-5-trifluoromethyl-1H-benzimidazole (0.35 g) was added, then, the mixture was stirred for 1.5 hours at room temperature. Into the reaction mixture was poured a saturated ammonium chloride aqueous solution, and the mixture was extracted three times with ethyl acetate. The organic layer was dried over magnesium sulfate, then, concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, to obtain 0.37 g of 2-(3-butoxypyridin-4-yl-)-1-methyl-5-trifluoromethyl-1H-benzimidazole (hereinafter, referred to as present active compound 206).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461181B2
Source datasetuspto-grants-2013_06
ORD IDord-09d2ad4134914689842395a07cff173e
Source noteuspto-grants-2013_06