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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620715Generated: November 1, 2026

Benzofuran-2-carboxylic acid → HCID 178456941, compound

https://huagongshe.com/reaction/1620715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzofuran-2-carboxylic acidHCID 10331—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 178456897HCID 178456897—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178456941HCID 17845694168.4%

Reaction Steps

To a solution of (5Z)-4-(prop-2-yn-1-ylamino)-5-(piperidin-4-ylmethylidene)-1,3-thiazol-2(5H)-one dihydrochloride (200 mg) in DMF (3 mL) were added N-ethyl-N-(1-methylethyl)propan-2-amine (0.56 mL), O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (283 mg), and benzofuran-2-carboxylic acid (124 mg). The reaction mixture was stirred at room temperature overnight, water was added, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was recrystallized from ethyl acetate/heptane to give the title compound (167 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-54aa4def5100442ab946803e8b3256c1
Source noteuspto-grants-2014_07