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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397420Generated: October 25, 2026

3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)propanoic Acid → 3-{5-[4-(3-Chloro-4-fluoro-phenylamino)-7-methyl-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-2,4-dimethyl-1H-pyrrol-3-YL}-propionic acid

https://huagongshe.com/reaction/397420

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)propanoic AcidHCID 1512520—
Reactant4-((3-Chloro-4-fluorophenyl)amino)-7-methyl-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-oneHCID 22390972—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product3-{5-[4-(3-Chloro-4-fluoro-phenylamino)-7-methyl-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-2,4-dimethyl-1H-pyrrol-3-YL}-propionic acidHCID 6979735223%

Reaction Steps

4-(3-Chloro-4-fluoro-phenylamino)-7-methyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (100 mg, 0.34 mmol) was condensed with 3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)-propionic acid (80 mg, 0.41 mmol) and piperidine (2 drops) in ethanol (3 mL) at 80° C. for 2 hours to give 36 mg (23%) of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 13.15 (br s, 1H, NH), 12.07 (br s, 1H, COOH), 9.18 (s, 1H), 8.33 (s, 1H), 7.71 (m, 1H), 7.40 (s, 1H), 7.30-7.39 (m, 2H), 3.32 (s, 3H, CH3), 2.63 (m, 2H, CH), 2.35 (m, 2H, CH2), 2.33 (s, 3H, CH3), 2.13 (s, 3H, CH3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610688B2
Source datasetuspto-grants-2003_08
ORD IDord-71ac3086bd474daf844259544cd527ab
Source noteuspto-grants-2003_08