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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1159981Generated: October 26, 2026

Hydrochloric Acid → N-[3-(3-{2-[(2-Amino-2,3-dihydro-1H-inden-5-yl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2,6-difluorobenzamide

https://huagongshe.com/reaction/1159981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-(4-Methyl-1,3-oxazol-5-yl)anilineHCID 59511420—
ReactantN-{3-[3-(2-Chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamideHCID 59513803—
SolventIsopropanolHCID 3776—
ProductN-[3-(3-{2-[(2-Amino-2,3-dihydro-1H-inden-5-yl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-2,6-difluorobenzamideHCID 59513754—

Reaction Steps

The title compound was prepared by heating N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide (180 mg, 0.39 mmol) (prepared according to a procedure similar to that described in Example 27, Step C), 3-(4-methyl-1,3-oxazol-5-yl)aniline (75 mg, 0.43 mmol), hydrochloric acid (40 μL, 0.040 mmol, 1M HCl/Et2O) and isopropanol (2 mL) at 160° C. for 15 min in a microwave synthesizer. The reaction was cooled and concentrated and purified by silica gel column chromatography (20-100% gradient EtOAc (0.5% TEA)/hexanes (0.5% TEA)). Purification yielded 60 mg (25%) of a yellow powder. ESIMS (M+H)+=601.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07812022B2
Source datasetuspto-grants-2010_10
ORD IDord-82a713f4588042ad94a92e57be3648f5
Source noteuspto-grants-2010_10