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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402486Generated: October 25, 2026

3-Methyl-2-furoic acid → methyl 5-[4-({3-[(3-methyl-2-furoyl)amino]phenyl}amino)pyridin-2-yl]-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/1402486

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methyl-2-furoic acidHCID 78127—
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—
Reactantmethyl 5-(4-((3-aminophenyl)amino)pyridin-2-yl)-1H-pyrrole-3-carboxylateHCID 67042564—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Productmethyl 5-[4-({3-[(3-methyl-2-furoyl)amino]phenyl}amino)pyridin-2-yl]-1H-pyrrole-3-carboxylateHCID 58167905—

Reaction Steps

A mixture of 3-methyl-2-furoic acid (22 mg, 0.18 mmol), HATU (73 mg, 0.19 mmol) and N,N-diisopropylethylamine (45 mg, 0.35 mmol) in anhydrous DMF (10 ml) was stirred at room temperature for 10 minutes, followed by addition of methyl 5-(4-((3-aminophenyl)amino)pyridin-2-yl)-1H-pyrrole-3-carboxylate (50 mg, 0.16 mmol). The mixture was stirred at room temperature for 3 hours and poured into 100 ml of water. The precipitates were filtered, washed with water and dried in vacuo to give methyl 5-[4-({3-[(3-methyl-2-furoyl)amino]phenyl}amino)pyridin-2-yl]-1H-pyrrole-3-carboxylate as off-white solid. Yield: 10 mg, 15%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906944B2
Source datasetuspto-grants-2014_12
ORD IDord-2973c77baf2549668f39498d3537d83a
Source noteuspto-grants-2014_12