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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186550Generated: November 1, 2026

Potassium Carbonate → HCID 68227028, compound

https://huagongshe.com/reaction/1186550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
Reactanttert-butyl N-(2-amino-2-phenylethyl)carbamateHCID 2771847—
Reactant{4-[3-(6-Bromo-pyridin-2-yl)-imidazo[1,2-a]pyrazin-8-ylamino]-cyclohexyl}-carbamic acid tert-butyl esterHCID 86670921—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 68227028HCID 68227028—

Reaction Conditions

Temperature135 °C

Reaction Steps

A sealed tube was charged with the mixture of {4-[3-(6-bromo-pyridin-2-yl)-imidazo[1,2-a]pyrazin-8-ylamino]-cyclohexyl}-carbamic acid tert-butyl ester (from Example 40 supra) (487 mg, 1.0 mmol), compound (2-amino-2-phenyl-ethyl)-carbamic acid tert-butyl ester (from Example 51 supra) (354 mg, 1.5 mmol), Pd2(dba)3(46 mg, 0.05 mmol), Davephos (78 mg, 0.2 mmol), K2CO3 (207 mg, 1.5 mmol) and dioxane (20 mL). The mixture was bubbled with N2 for several minutes and then heated under N2 at 135° C. for 17 hours. The solution was then cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by chromatography (CH2Cl2:MeOH, 100:1) to give crude (4-{3-[6-(2-tert-butoxycarbonylamino-1-phenyl-ethylamino)-pyridin-2-yl]-imidazo[1,2-a]pyrazin-8-ylamino}-cyclohexyl)-carbamic acid tert-butyl ester. (Yield 0.38 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673905B2
Source datasetuspto-grants-2014_03
ORD IDord-f3a55165b22248a3b2dd203fa6a6d3e5
Source noteuspto-grants-2014_03