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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478061Generated: October 30, 2026

Cesium carbonate → HCID 118390019, compound

https://huagongshe.com/reaction/1478061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant5-Cyclopropyl-1H-pyrazol-3-amine--hydrogen chloride (1/1)HCID 16495339—
Reactanttert-butyl 5-((2,5-dichloropyrimidin-4-yl)amino)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylateHCID 118389983—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 118390019HCID 11839001963%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of tert-butyl 5-[(2,5-dichloropyrimidin-4-yl)amino]-hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (373.3 mg, 1.00 mmol) and 5-cyclopropyl-1H-pyrazol-3-amine hydrochloride (376.4 mg, 2.36 mmol) in dioxane (10 mL) were added Pd(OAc)2 (75.9 mg, 0.34 mmol), BINAP (164.0 mg, 0.25 mmol) and Cs2CO3 (1.08 g, 3.31 mmol). The reaction mixture was stirred at 150° C. under microwave radiation for 2 h and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=2/1) to give the title compound as a pale yellow solid (0.29 g, 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-fdc9b38781574620ab3d40854ab8eaf5
Source noteuspto-grants-2016_08