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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1676092Generated: October 31, 2026

Aniline → HCID 58653679, compound

https://huagongshe.com/reaction/1676092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 58653638HCID 58653638—
SolventDimethylformamideHCID 6228—
ProductHCID 58653679HCID 58653679—

Reaction Steps

To a solution of 1-(3-ethoxy-3-oxo-1-phenylpropyl)-1H-benzimidazole-5-carboxylic acid (50 mg, 148 μmol) in DMF (3 μL) was added N,N-diisopropylethylamine (50 μL, 287 μmol) and TBTU (57 mg, 177 μmol). The solution was stirred at room temperature for 0.5 hour, aniline (20 μL, 220 μmol) was added, and stirring continued at room temperature for 72 hours. The solution was evaporated in vacuo, and the residue was purified by flash column chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (98:2) to afford the title compound, [LCMS (Method A, Mobile Phase I) RT=5.30 min, MH+ 414].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003806B2
Source datasetuspto-grants-2011_08
ORD IDord-6601e1b0fbe145bb8095a660453ff46d
Source noteuspto-grants-2011_08