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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632720Generated: October 30, 2026

Water → HCID 89442540, compound

https://huagongshe.com/reaction/632720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantPotassium cyclopropyltrifluoroborateHCID 23697338—
ReactantHCID 89442508HCID 89442508—
Catalystpalladium(II) acetateHCID 167845—
ProductHCID 89442540HCID 89442540—

Reaction Steps

In a microwave vial containing 5-bromo-6-{4-[2-dimethylamino-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazin-1-yl}-pyrimidin-4-ylamine (84.00 mg; 0.18 mmol; 1.00 eq.) in toluene (3.00 ml; 28.23 mmol; 159.07 eq.) and water (0.30 ml; 16.65 mmol; 93.84 eq.) was added palladium(ii) acetate (3.98 mg; 0.02 mmol; 0.10 eq.), potassium cyclopropyltrifluoroborate (52.52 mg; 0.35 mmol; 2.00 eq.), cesium carbonate (127.21 mg; 0.39 mmol; 2.20 eq.) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (20.54 mg; 0.04 mmol; 0.20 eq.). The mixture was microwaved at 125° C. for 30 min before it was filtered the desired product was purified with Waters prep-HPLC. LC-MS: (M+1=435, obsd.=435)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321760B2
Source datasetuspto-grants-2016_04
ORD IDord-4909cb2f8aa347a08e159d34eeb81c99
Source noteuspto-grants-2016_04