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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099438Generated: November 1, 2026

Triethylamine → HCID 10480859, compound

https://huagongshe.com/reaction/2099438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-((4-Methylpiperazin-1-yl)methyl)anilineHCID 3153996—
Reactant4-Methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acidHCID 10402880—
ReactantPropylphosphoric anhydrideHCID 16167369—
SolventDimethylformamideHCID 6228—
ProductHCID 10480859HCID 10480859—

Reaction Steps

A solution containing ˜50% of propylphosphonic anhydride in N,N-dimethylformamide (Fluka, Buchs, Switzerland; 875 μL, ˜1.5 mmol) is added within 20 minutes to a stirred mixture of 4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-benzoic acid (306 mg, 1.0 mmol), 4-[(4-methyl-1-piperazinyl)methyl]benzeneamine (Chem. Abstr. Reg. Number: 70261-82-4; 205 mg, 1.0 mmol) and triethylamine (830 μL, 6.0 mmol) in 8 mL N,N-dimethylformamide. After stirring for 24 hours at room temperature, the mixture is treated with a saturated aqueous ammonium chloride and extracted three times with ethyl acetate. The solvent is evaporated off under reduced pressure and the residue dried in vacuo. The crude product is crystallised from ethanol-ethyl acetate to give the title compound as a crystalline solid, m.p. 153-155° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569566B2
Source datasetuspto-grants-2009_08
ORD IDord-b36b4960f7c14c0f921f6873df9b1fe3
Source noteuspto-grants-2009_08