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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 670Generated: October 25, 2026

4-Chloro-3-(methanesulfonylmethyl)aniline → 5-[4-Chloro-3-(methylsulfonylmethyl)anilino]-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

https://huagongshe.com/reaction/670

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-(methanesulfonylmethyl)anilineHCID 54594021—
Reactant5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 89827173—
ReagentCesium carbonateHCID 10796—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylacetamideHCID 31374—
Product5-[4-Chloro-3-(methylsulfonylmethyl)anilino]-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 13225609035.03%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a 40mL vial (t=g) was 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (88 mg, 0.38 mmol), [Reactants], and cesium carbonate (135 mg, 0.41 mmol) in DMA (0.5 mL) ([VOLUME]),Pd2(dba)3 (17.24 mg, 0.02 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (21.79 mg, 0.04 mmol) were added. to give a brown suspension. The vial was filled with N2, 150C microwave for 30 min. LCMS showed completion. added DMF(3 mL), filtered through celite. concentrated. The residue was washed with EtOAc and water, MeoH to give about 55mg light brown solid

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-31892db8bbd04de79164da0921726b58
Source note750 AstraZeneca ELN dataset