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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388140Generated: October 30, 2026

Tetrahydrofuran → HCID 178483007, compound

https://huagongshe.com/reaction/388140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant6-Bromo-N,N-dimethyl-1H-benzimidazol-2-amineHCID 59474520—
ReactantHCID 66699934HCID 66699934—
ProductHCID 178483007HCID 17848300754%

Reaction Steps

tert-Butyl 6-bromo-2-(dimethylamino)-1H-benzo[d]imidazole-1-carboxylate. A solution of 6-bromo-N,N-dimethyl-1H-benzo[d]imidazol-2-amine (0.5 g, 2.08 mmol), di-tert-butyl dicarbonate (0.54 g, 2.5 mmol), triethylamine (0.35 mL, 2.55 mmol) and dimethylaminopyridine (few crystals) in anhydrous tetrahydrofuran (10 mL) was allowed to stir at room temperature overnight. The reaction mixture was concentrated under reduced pressure and the crude product was purified by Biotage chromatography (0-55% ethyl acetate in hexanes) to provide the desired product (0.32 g, 54%) as a white solid. MS (ESI) m/z 341.3 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372976B2
Source datasetuspto-grants-2013_02
ORD IDord-419f85ebb60e4f729c7304ed577cde50
Source noteuspto-grants-2013_02