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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733Generated: October 23, 2026

6-Hydroxymethylindole → HCID 70692775, compound

https://huagongshe.com/en/reaction/733

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-HydroxymethylindoleHCID 2773459—
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—
ProductHCID 70692775HCID 7069277547.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a 40mL vial (t=g) was 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (50 mg, 0.21 mmol), [Reactants], and cesium carbonate (77 mg, 0.24 mmol) in DMA (0.5 mL) ([VOLUME]),Pd2(dba)3 (9.80 mg, 10.70 µmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (12.38 mg, 0.02 mmol) were added. to give a brown suspension. The vial was filled with N2, 150C microwave for 30 min. LCMS showed completion. added MeOH (3 mL), filtered through celite. concentrated. The residue was purified by ISCO (Hexane to EtOAc:Hex=1;1 to EtOAc) to give about 34 mg offwhite solid

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-e0d4157f08c0492097a16f50798a4aa4
Source note750 AstraZeneca ELN dataset