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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880321Generated: October 29, 2026

Cesium carbonate → HCID 66287435, compound

https://huagongshe.com/reaction/880321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 4-ChloropicolinateHCID 820890—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant4-Aminotetrahydropyran hydrochlorideHCID 44118693—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 66287435HCID 6628743536.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of compound methyl 4-chloropicolinate (100 mg, 0.59 mmol), tetrahydro-2H-pyran-4-amine hydrochloride (121 mg, 0.88 mmol), Cs2CO3 (762 mg, 2.34 mmol), Pd2(dba)3 (54 mg, 0.059 mmol) and XPhos (28 mg, 0.06 mmol) in toluene (10 mL) was stirred and heated at 110° C. under N2 for 16 h. The catalyst was filtered and the filtrate was washed with EA, concentrated in vacuo and the residue was purified by prep-TLC to give the title product (50 mg, Yield 36.2%). LCMS (m/z): 237.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993555B2
Source datasetuspto-grants-2015_03
ORD IDord-f5a65e25525847a9b8c092c255dcc940
Source noteuspto-grants-2015_03