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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447757Generated: October 29, 2026

Hydrochloric Acid → 4-Fluoro-6-methyl-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochloride

https://huagongshe.com/reaction/447757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1-Dimethylethyl 4-(4-fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinecarboxylateHCID 59683253—
Solvent1,4-DioxaneHCID 31275—
SolventDichloromethane methanolHCID 21226129—
Product4-Fluoro-6-methyl-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one hydrochlorideHCID 68624025—

Reaction Steps

1,1-Dimethylethyl 4-(4-fluoro-6-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-1-piperidinecarboxylate (˜12.3 mmol, 4.3 g) (D4a) was dissolved in dichloromethane/methanol (50 ml/20 ml) and was treated with HCl (10 eq., 0.123 mol, 30 ml of a 4M solution in 1,4-dioxane) at room temperature; the mixture was stirred at room temperature for one overnight. Solvent was evaporated and the solid obtained was triturated with diethyl ether to afford the title compound (3.5 g, about 12.3 mmol brown solid) as the mono hydrochloride salt, M++H=250.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481566B2
Source datasetuspto-grants-2013_07
ORD IDord-d2319612cd43435595afdad5013346a4
Source noteuspto-grants-2013_07