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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099441Generated: October 30, 2026

Triethylamine → HCID 67214549, compound

https://huagongshe.com/reaction/2099441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acidHCID 10402880—
ReactantHCID 58902253HCID 58902253—
SolventDimethylformamideHCID 6228—
ProductHCID 67214549HCID 67214549—

Reaction Conditions

Temperature60 °C

Reaction Steps

Diethylcyanophosphonate (Aldrich, Buchs, Switzerland; 0.33 mL, 2.0 mmol) is added to a stirred mixture of 4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-benzoic acid (306 mg, 1.0 mmol), 3-[(1-hydroxy-1-methylethyl)]-5-(1,1,1-trifluoromethyl)benzeneamine (220 mg, 1.0 mmol) and triethylamine (560 μL, 4.0 mmol) in 5 mL N,N-dimethylformamide at 10° C. After stirring for 3 hours at 60° C., the mixture is treated with saturated aqueous solution of sodium hydrogen carbonate and extracted three times with ethyl acetate. The combined extracts are dried (MgSO4), filtered and the solvent is evaporated off under reduced pressure to afford a crude product which is recrystallised from ethylacetate to give the title compound as a crystalline solid, m.p. 253-258° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569566B2
Source datasetuspto-grants-2009_08
ORD IDord-373f22d53a3d427ca38c8458e334cfbd
Source noteuspto-grants-2009_08