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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37905Generated: October 26, 2026

Hydrochloric Acid → 4-(5-Bromopyridin-3-yl)-2-(6-morpholin-4-ylpyrimidin-4-yl)-1,2-dihydro-3H-pyrazol-3-one hydrochloride

https://huagongshe.com/reaction/37905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant(6-Morpholin-4-ylpyrimidin-4-yl)hydrazineHCID 13393622—
ReactantEthyl 3-(dimethylamino)-2-(5-bromopyridin-3-yl)acrylateHCID 68799628—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
Product4-(5-Bromopyridin-3-yl)-2-(6-morpholin-4-ylpyrimidin-4-yl)-1,2-dihydro-3H-pyrazol-3-one hydrochlorideHCID 70872664—

Reaction Steps

At 100° C., 500 mg (1.7 mmol) of the compound from Example 11A, 326 mg (1.7 mmol) of the compound from Example 9A and 58 mg (0.3 mmol) of p-toluenesulfonic acid are stirred in 4 ml of ethanol for 16 h. After cooling to RT, 0.5 ml of a 4 N solution of hydrogen chloride in dioxane is added, and the mixture is stirred at RT for 30 min. The precipitate is filtered off, washed first with ethanol and then with diethyl ether and dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524699B2
Source datasetuspto-grants-2013_09
ORD IDord-5b72c88a36a143439e8ea50a528703bc
Source noteuspto-grants-2013_09