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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755320Generated: November 1, 2026

Cesium carbonate → HCID 86682707, compound

https://huagongshe.com/reaction/1755320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant(1-(6-Aminopyridin-2-yl)pyrrolidin-2-yl)methanolHCID 80653046—
ReactantHCID 86682703HCID 86682703—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86682707HCID 8668270769.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl 3-(8-bromoimidazo[1,2-b]pyridazin-6-yl)benzoate (200 mg, 0.6 mmol), (1-(6-aminopyridin-2-yl)pyrrolidin-2-yl)methanol (176 mg, 0.9 mmol), Pd2(dba)3 (36 mg, 0.06 mmol), BINAP (152 mg, 0.24 mmol), Cs2CO3 (592 mg, 1.8 mmol) and dioxane (10 mL) was heated to 100° C. with stirring for 16 h under N2. The solvent was removed in vacuo and the resulting mixture was purified by chromatography (silica gel, 200-300 mesh, CH2Cl2:MeOH=20:1) to give methyl 3-(8-(6-(2-(hydroxymethyl)pyrrolidin-1-yl)pyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate (185 mg, 69%) as a yellow solid. LC-MS: [M+H]+, 223.2, [2M+H]+, 445.2, tR=1.737 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169259B2
Source datasetuspto-grants-2015_10
ORD IDord-08511559e9cd490385f5ee8946a03da4
Source noteuspto-grants-2015_10