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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281546Generated: November 2, 2026

Potassium Phosphate, Tribasic → HCID 57990358, compound

https://huagongshe.com/reaction/2281546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
ReactantCyclopropylboronic acidHCID 2760897—
ReactantHCID 57990385HCID 57990385—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 57990358HCID 57990358128.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of tert-butyl (1-(5-bromo-2-chloropyrimidin-4-yl)piperidin-4-yl)methylcarbamate (112 mg, 0.276 mmol), cyclopropylboronic acid (40 mg, 0.465 mmol), K3PO4 (200 mg, 0.943 mmol) and tricyclohexyl phosphine (20 mg, 0.071 mmol) in toluene (3 mL) and H2O (0.2 mL) was degassed with argon, then Pd(OAc)2 (10 mg, 0.044 mmol) was added. The mixture was stirred at 100° C. for 20 h. Water and EtOAc were added. The organic phase was separated, washed with brine, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1-(2-chloro-5-cyclopropylpyrimidin-4-yl)piperidin-4-yl)methylcarbamate (130 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-9dbe72d5b4ce4c2380288586646917cf
Source noteuspto-grants-2015_09