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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446304Generated: October 27, 2026

Potassium Carbonate → 3-((3-(5-fluoro-2-(methylamino)-4-pyrimidinyl)-2-pyridinyl)amino)-4-methyl-N-(3-(1-methylethyl)phenyl)benzamide

https://huagongshe.com/reaction/446304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBinap, (A+-)-HCID 634876—
Reactant3-amino-N-(3-isopropyl-phenyl)-4-methyl-benzamideHCID 25102228—
Reactant[4-(2-Chloro-pyridin-3-yl)-5-fluoro-pyrimidin-2-yl]-methyl-amineHCID 86602592—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product3-((3-(5-fluoro-2-(methylamino)-4-pyrimidinyl)-2-pyridinyl)amino)-4-methyl-N-(3-(1-methylethyl)phenyl)benzamideHCID 58588222—

Reaction Steps

[4-(2-Chloro-pyridin-3-yl)-5-fluoro-pyrimidin-2-yl]-methyl-amine (62 mg, 0.26 mmol), 3-amino-N-(3-isopropyl-phenyl)-4-methyl-benzamide (84 mg, 0.31 mmol), Pd(OAc)2 (6 mg, 0.03 mmol), rac-BINAP (16 mg, 0.03 mmol) and K2CO3 (719 mg, 5.2 mmol) in toluene (3.0 mL) were reacted overnight at 130° C. The reaction was diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filter, concentrated and purified by reverse-phase HPLC (Gilson, acidic mobile phase) yielding the title compound. MS m/z=471 [M+1]+. Calc'd for C27H27FN6O: 470.55.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476434B2
Source datasetuspto-grants-2013_07
ORD IDord-7573af7fd7974e7098b45cf96626be2e
Source noteuspto-grants-2013_07