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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630477Generated: October 30, 2026

Cesium carbonate → HCID 118666212, compound

https://huagongshe.com/reaction/630477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant2-Chloro-5-(2-fluorophenyl)pyrimidineHCID 46312056—
ReactantHCID 118676877HCID 118676877—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 118666212HCID 118666212—

Reaction Conditions

Temperature120 °C

Reaction Steps

Palladium(II) acetate (8 mg, 0.036 mmol) and Xantphos (42 mg, 0.072 mmol) were added under an argon atmosphere to a solution of 2-chloro-5-(2-fluorophenyl)pyrimidine (150 mg, 0.72 mmol), (3-methyl-1H-indol-6-yl)(morpholino)methanone (176 mg, 0.72 mmol; synthesized from morpholine and 3-methyl-1H-indole-6-carboxylic acid) and cesium carbonate (422 mg, 1.29 mmol) in dry THF (5 mL). The reaction mixture was heated in a microwave at 120° C. for 1 h. After cooling to room temperature, water was added and the mixture was extracted with ethyl acetate (2×15 mL). Purification by flash chromatography [silica, heptane with 25% to 75% ethyl acetate] afforded the target compound as white solid. Yield: 185 mg (62% of theory). HPLC-MS: m/z [M+H]+=417.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315490B2
Source datasetuspto-grants-2016_04
ORD IDord-d0adfeb51e0741e588123e8b622ae63f
Source noteuspto-grants-2016_04