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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158536Generated: October 25, 2026

Potassium Carbonate → {1-[N'-(3-(2,2-Dimethyl-1-methylcarbamoyl-propylcarbamoyl)-3-hydroxy-4-phenyl-butyl]-N'-(4-pyridin-3-yl-benzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}carbamic acid methyl ester

https://huagongshe.com/reaction/1158536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantTri-tert-butylphosphine tetrafluoroborateHCID 2734635—
Reactant(1-{N'-(4-Bromobenzyl)-N'-[3-(2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-3-hydroxy-4-phenyl-butyl]-hydrazinocarbonyl}2,2-dimethylpropyl)carbamic acid methyl esterHCID 68677269—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product{1-[N'-(3-(2,2-Dimethyl-1-methylcarbamoyl-propylcarbamoyl)-3-hydroxy-4-phenyl-butyl]-N'-(4-pyridin-3-yl-benzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}carbamic acid methyl esterHCID 6867899744%

Reaction Steps

A mixture of compound (53) (69 mg, 0.10 mmol), 3-pyridylboronic acid (37 mg, 0.30 mmol), Pd(OAc)2 (1.1 mg, 0.0050 mmol), [(t-Bu)3PH]BF4 (3.0 mg, 0.010 mmol) and K2CO3 (41.5 mg, 0.30 mmol), H2O (0.30 mL) and 1,2-dimethoxyethane (1.0 mL) in a 2.0 mL microwave vial was irradiated to 80° C. for 20 min. The reaction mixture was filtered through celite and the solvent evaporated under reduced pressure. The residue was purified by preparative RP-LC-MS which gave 30.1 mg of the title compound (44% yield) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807677B2
Source datasetuspto-grants-2010_10
ORD IDord-7985f5aee27a4790be518cda79701421
Source noteuspto-grants-2010_10