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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951252Generated: October 25, 2026

Dimethylformamide → 5-(4-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)furan-2-carboxamide

https://huagongshe.com/reaction/1951252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant5-(4-Chlorophenyl)-2-furoic acidHCID 726693—
Reactant3-Amino-N-cyclopropyl-4-methylbenzamide hydrochlorideHCID 44203194—
SolventWaterHCID 962—
Product5-(4-Chlorophenyl)-N-(5-(cyclopropylcarbamoyl)-2-methylphenyl)furan-2-carboxamideHCID 5976139098.8%

Reaction Steps

To a solution of 5-(4-chlorophenyl)furan-2-carboxylic acid (45 mg, 0.20 mmol) and 3-amino-N-cyclopropyl-4-methylbenzamide hydrochloride (prepared as described in WO 04/071440) (50 mg, 0.22 mmol) in DMF (0.5 mL) DIPEA (0.105 mL, 0.6 mmol) and the resulting mixture was stirred at rt for 1 h then at 80° C. for 1 h. The reaction was cooled to rt and water (3 mL) was added and the crude product was collected by vacuum filtration and dried under vacuum to afford 78 mg of a tan solid. The crude product was recrystallized from CH2Cl2 to afford 48 mg of a light tan solid as the title compound (Example 127). HPLC Ret. Time=3.52 min, LCMS [M+H]+ 395.23.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404689B2
Source datasetuspto-grants-2013_03
ORD IDord-40f064ff8fea4e9cbb3a914b6939ab0e
Source noteuspto-grants-2013_03