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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194876Generated: October 31, 2026

Cesium carbonate → HCID 67445522, compound

https://huagongshe.com/reaction/2194876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-MethoxypropyneHCID 69393—
Reactant2-chloro-3-ethoxypyridineHCID 12293475—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
ProductHCID 67445522HCID 67445522—

Reaction Steps

To a solution of commercially available 2-chloro-3 ethoxy pyridine (1 eq.) in acetonitrile (1.9M) was added PdCl2(CH3CN)2 (0.015 eq.), Cs2CO3 (2.4 eq.) and 2-(dicyclohexylphosphino)-2′-6′-dimethoxy-1-1′-biphyl (S—PHOS; 0.044 eq.). The suspension was sonicated for 5 min then 3-methoxyprop-1-yne (1.7 eq.) was added. The final mixture was stirred 12 h at 100° C., cooled down to room temperature, diluted with diethylether. The organic fraction was washed with water, brine, dried over Na2SO4, filtered and concentrated. Purification by column chromatography on silica gel, eluting with CH2Cl2/Acetone 5% afforded the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334308B2
Source datasetuspto-grants-2012_12
ORD IDord-80f3b66e0ada4502a9898ea980fe2776
Source noteuspto-grants-2012_12