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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094512Generated: October 31, 2026

Triethylamine → HCID 23653200, compound

https://huagongshe.com/reaction/1094512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Fluoro-3-(trifluoromethyl)anilineHCID 75377—
ReactantPropylphosphoric anhydrideHCID 16167369—
ReactantHCID 59175974HCID 59175974—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 23653200HCID 23653200—

Reaction Steps

To a solution of 242 mg (0.717 mMol) 4-(5-carboxy-naphthalen-2-yloxy)-pyrimidine-2-carboxylic acid ethyl ester in 10.7 ml DMF, 1.5 ml (10.8 mMol) Et3N, 38 mg (0.31 mMol) DMAP, 111 μl (0.86 mMol) 5-amino-2-fluorobenzotrifluoride and 880 μl propylphosphonic anhydride (50% in DMF; 1.5 mMol) are added. After 30 min stirring, the reaction mixture is diluted with water and EtOAc, the aq. phase separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Chromatography (Combi Flash; CH2Cl2→CH2Cl2/acetone 19:1) gives the title compound: MS: [M+1]+=500; TLC (CH2Cl2/acetone 9:1): Rf=0.54.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133886B2
Source datasetuspto-grants-2012_03
ORD IDord-698ef674008c43baada5e025792ad124
Source noteuspto-grants-2012_03