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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898368Generated: October 31, 2026

Dimethylformamide → N-(4-Chlorophenyl)-2-[(3,5-dichloropyridin-4-yl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxamide

https://huagongshe.com/reaction/1898368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-ChloroanilineHCID 7812—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 178422814HCID 178422814—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-Chlorophenyl)-2-[(3,5-dichloropyridin-4-yl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxamideHCID 1784227759.8%

Reaction Steps

The title compound was prepared following the procedure as described for Example-1 using 2-[(3,5-dichloropyridin-4-yl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-3, 0.080 g, 0.203 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (0.128 g, 0.400 mmol), TEA (1.0 mL), DMF (1.0 mL), THF (5.0 mL) and 4-chloro aniline (0.052 g, 0.400 mmol) to afford 0.010 g of the desired product. 1HNMR (DMSO-d6): δ 1.57 (s, 6H), 3.07 (s, 2H), 7.14 (s, 1H), 7.40 (d, J=9.0 Hz, 2H), 7.72 (d, J=12.3 Hz, 2H), 8.45 (s, 2H), 9.72 (s, 1H), 11.00 (s, 1H), 11.45 (s, 1H); MS [M−H]−: 500.25.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-02692b7bbd824d76ae66b4dc796f69ee
Source noteuspto-grants-2013_08