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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641075Generated: October 30, 2026

Dimethylformamide → N-{3-[(Pyridin-3-yl)oxy]phenyl}-1H-benzimidazole-2-carboxamide

https://huagongshe.com/reaction/641075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Benzimidazolecarboxylic acidHCID 233240—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
SolventWaterHCID 962—
ProductN-{3-[(Pyridin-3-yl)oxy]phenyl}-1H-benzimidazole-2-carboxamideHCID 58858401—

Reaction Steps

0.064 mmol of benzimidazolecarboxylic acid 4l was dissolved in DMF together with 0.064 mmol of the amine 5d, a solution of TBTU (0.096 mmol) in DMF, HOBT (0.026 mmol) in DMF and 0.32 mmol of DIPEA were added successively, and the mixture was stirred at room temperature. After 2.5 hours, 0.2 eq. of acid was added, and the mixture was stirred overnight. After further addition of 0.2 eq. of acid, the reaction mixture was diluted with water after 3 hours, and the resulting precipitate was filtered off with suction, washed with water and digested with diethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691870B2
Source datasetuspto-grants-2010_04
ORD IDord-430ad18557a8458f922875c5f737c547
Source noteuspto-grants-2010_04