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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 741Generated: October 24, 2026

2-Acetylamino-4-aminotoluene → N-[5-[[3-cyano-7-[(1-methylpyrazol-3-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-methylphenyl]acetamide

https://huagongshe.com/en/reaction/741

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Acetylamino-4-aminotolueneHCID 79492—
ReactantHCID 178418208HCID 178418208—
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-[5-[[3-cyano-7-[(1-methylpyrazol-3-yl)amino]pyrazolo[1,5-a]pyrimidin-5-yl]amino]-2-methylphenyl]acetamideHCID 7216404433.24%

Reaction Conditions

Temperature150 °C

Reaction Steps

in microwave tube was 5-chloro-7-(1-methyl-1H-pyrazol-3-ylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (80 mg, 0.29 mmol), N-(5-amino-2-methylphenyl)acetamide (48.0 mg, 0.29 mmol), and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (16.91 mg, 0.03 mmol) in DMA (0.5 mL).Pd2(dba)3 (13.38 mg, 0.01 mmol) and cesium carbonate (105 mg, 0.32 mmol) were added. degassed, filled with N2.capped. then microwave 150C for 30 min. added 2 mL of MeOH, filtered through celite. concentrated. The residue was purified by ISCO (Hex to Hex:EtOAc=1:4 to 1:1 to EtOAc), collected prod fractions. concentrated to give offwhite solid. This solid was washed with 0.5 mL of EtOAc to give pure prod

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-bcc19de9bb794d1ea8d67a62b78fce0d
Source note750 AstraZeneca ELN dataset