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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402552Generated: November 1, 2026

Hydrochloric Acid → HCID 67042591, compound

https://huagongshe.com/reaction/1402552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAzetidineHCID 10422—
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—
Reactant5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acidHCID 51001287—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67042591HCID 67042591—

Reaction Steps

A mixture of 5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acid (100 mg, 0.22 mmol), HATU (99 mg, 0.26 mmol) and N,N-diisopropylethylamine (62 mg, 0.48 mmol) in anhydrous DMF (10 ml) was stirred at room temperature for 10 minutes, followed by addition of azetidine (20 mg, 0.35 mmol). The mixture was stirred for another 5 minutes and poured into 100 ml of water. 2M HCl was added dropwise until pH=4˜5. The precipitates were filtered, washed with water and dried in vacuo to give 1-[4-({2-[4-(azetidin-1-ylcarbonyl)-1H-pyrrol-2-yl]pyridin-4-yl}oxy)phenyl]-3-(2-fluoro-5-methylphenyl)urea as light brown solid. Yield: 95 mg, 87%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906944B2
Source datasetuspto-grants-2014_12
ORD IDord-47e6d3f9fe8a49c08a05c769045cd82c
Source noteuspto-grants-2014_12