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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402572Generated: November 1, 2026

Hydrochloric Acid → HCID 71293521, compound

https://huagongshe.com/reaction/1402572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 51001123HCID 51001123—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 71293521HCID 71293521—

Reaction Steps

To a stirred solution of 5-{4-[3-fluoro-4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxylic acid (300 mg, 0.65 mmol) in 10 ml of anhydrous DMF were added HATU (296 mg, 0.78 mmol) and N,N-diisopropylethylamine (185 mg, 1.43 mmol). The mixture was stirred at room temperature for 10 minutes, followed by addition of tert-butyl 1-piperazinecarboxylate (182 mg, 0.98 mmol). The mixture was stirred for another 10 minutes and poured into 100 ml of water. 1M HCl was added slowly until pH=5. The precipitates were filtered, washed with water and dried in vacuo to give tert-butyl 4-[(5-{4-[3-fluoro-4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrol-3-yl)carbonyl]piperazine-1-carboxylate as white solid. Yield: 290 mg, 84%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906944B2
Source datasetuspto-grants-2014_12
ORD IDord-5f1b90bbcf9745da8532c75c6f9bb43b
Source noteuspto-grants-2014_12