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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 669Generated: October 24, 2026

5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile → N-[1-[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]indol-6-yl]-N-methylacetamide

https://huagongshe.com/en/reaction/669

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 89827173—
ReactantN-(1H-indol-6-yl)-N-methylacetamideHCID 119085442—
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—
ProductN-[1-[3-cyano-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-yl]indol-6-yl]-N-methylacetamideHCID 7068221215.88%

Reaction Conditions

Temperature150 °C

Reaction Steps

In microwave tube, added 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (84mg), N-(1H-indol-6-yl)-N-methylacetamide (67 mg), Pd2(dba)3 (16 mg), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (20mg) cesium carbonate(129 mg) in anhydrous DMA (0.5mL). under microwave 150C for 30 min. the mixture was filtered. washed with MeOH. combinde organic solvent, dried to dryness. The residue solid was washed with MeOH to give about 22mg offwhite solid (product.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-2f0f980a972d4857b85fb2314cbcce6e
Source note750 AstraZeneca ELN dataset