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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255116Generated: October 26, 2026

1,4-Bis(diphenylphosphino)butane → 2,6-difluoro-N-(4-methyl-5-(2-methyl-5-(oxazol-2-yl)phenyl)thiazol-2-yl)benzamide

https://huagongshe.com/reaction/1255116

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Bis(diphenylphosphino)butaneHCID 82124—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)oxazoleHCID 53414252—
ReactantN-(5-bromo-4-methylthiazol-2-yl)-2,6-difluorobenzamideHCID 59004504—
CatalystBis(benzonitrile)palladium chlorideHCID 498840—
SolventTolueneHCID 1140—
Product2,6-difluoro-N-(4-methyl-5-(2-methyl-5-(oxazol-2-yl)phenyl)thiazol-2-yl)benzamideHCID 2476502527%

Reaction Conditions

Temperature170 °C

Reaction Steps

N-(5-bromo-4-methylthiazol-2-yl)-2,6-difluorobenzamide (60 mg), 2-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxazole (70 mg), 2 M NaHCO3 solution (0.5 mL), dichlorobis(benzonitrile)palladium (5 mg) and 1,4-Bis(diphenyl-phosphino)butane (10 mg) were mixed together in 2 mL of toluene in a sealed tube. The resulting suspension was stirred in microwave oven at 170° C. for 1 hour. After the reaction, the mixture was extracted with Et2O. The organic phases were removed under reduced pressure and the residue was chromatographed to give the title compound as a white solid. Yield 27%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455658B2
Source datasetuspto-grants-2013_06
ORD IDord-b2d4eb74dbd045a182234104a99c606f
Source noteuspto-grants-2013_06