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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397422Generated: October 25, 2026

4-((3-Chloro-4-fluorophenyl)amino)-7-methyl-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-one → 3-{5-[4-(3-Chloro-4-fluoro-phenylamino)-7-methyl-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-4-methyl-1H-pyrrol-2-YL}-propionic acid

https://huagongshe.com/reaction/397422

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-((3-Chloro-4-fluorophenyl)amino)-7-methyl-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-oneHCID 22390972—
Reactant3-(5-formyl-4-methyl-4H-pyrrol-2-yl)-propionic acidHCID 23000144—
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]-4-methyl-1H-pyrrol-2-YL}-propionic acidHCID 6981553420%

Reaction Conditions

Temperature80 °C

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-4-methyl-4H-pyrrol-2-yl)-propionic acid (62 mg, 0.41 mmol) and piperidine (2 drops) in ethanol (3 mL) stirred at 80° C. for 2 hours to give 31 mg (20%) of the title compound. 1H NMR (360 MHz, DMSO-d6) δ 13.14 (br s, 1H, NH), 9.14 (s, 1H), 8.34 (s, 1H), 7.69 (m, 1H), 7.30-7.40 (m, 3H), 6.08 (s, 1H), 3.32 (s, 3H, CH3), 2.89 (m, 2H, CH2), 2.53 (m, 2H, CH2), 2.16 (s, 3H, CH3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610688B2
Source datasetuspto-grants-2003_08
ORD IDord-a073766cc2a94f039be03c23eb30adf0
Source noteuspto-grants-2003_08