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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63608Generated: October 24, 2026

Water → 5-bromo-6-chloro-2-(1H-indazol-1-yl)-N-(prop-2-ynyl)pyrimidine-4-amine

https://huagongshe.com/en/reaction/63608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1H-IndazoleHCID 9221—
ReactantCesium carbonateHCID 10796—
Reactant5-bromo-6-chloro-2-(methylsulfinyl)-N-(prop-2-ynyl)pyrimidine-4-amineHCID 90303773—
SolventDimethyl SulfoxideHCID 679—
Product5-bromo-6-chloro-2-(1H-indazol-1-yl)-N-(prop-2-ynyl)pyrimidine-4-amineHCID 90303769—

Reaction Steps

To a suspension of 0.5 g (1.62 mmol) of 5-bromo-6-chloro-2-(methylsulfinyl)-N-(prop-2-ynyl)pyrimidine-4-amine (intermediate 31) in 2 ml of DMSO, 0.19 g (1.62 mmol) indazole and 0.32 g of cesium carbonate were added. The slightly yellow solution was stirred at room temperature for 20 minutes. The reaction mixture was poured onto 10 ml of cold water. The resulting precipitate was filtered, washed with cold water and dried. The desired product was obtained as a white solid 0.31 g (52.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447095B2
Source datasetuspto-grants-2016_09
ORD IDord-72ce7ae0ea644282b459e72d34d41508
Source noteuspto-grants-2016_09