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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370859Generated: October 31, 2026

Ethyl Acetate → (S)-Methyl 4-(((3-fluoro-4-(trifluoromethoxy)phenyl)(3-fluoropyridin-2-yl)methyl)carbamoyl)benzoate

https://huagongshe.com/reaction/2370859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantMonomethyl terephthalateHCID 15513—
ReactantPropylphosphoric anhydrideHCID 16167369—
Reactant(S)-(3-fluoro-4-(trifluoromethoxy)phenyl)(3-fluoropyridin-2-yl)methanamine hydrochlorideHCID 86687985—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(S)-Methyl 4-(((3-fluoro-4-(trifluoromethoxy)phenyl)(3-fluoropyridin-2-yl)methyl)carbamoyl)benzoateHCID 71144288—

Reaction Steps

To a solution of (S)-(3-fluoro-4-(trifluoromethoxy)phenyl)(3-fluoropyridin-2-yl)methanamine hydrochloride (100 mg, 0.294 mmol, Intermediate 6), 4-(methoxycarbonyl)benzoic acid (52.9 mg, 0.294 mmol), and DMF (2 mL) were added TEA (0.123 mL, 0.881 mmol) and 50% propylphosphonic anhydride in EtOAc (0.175 mL, 0.587 mmol). The solution was stirred at room temperature. After 2 h, the reaction was diluted with water (30 mL), stirred for 30 min, and then filtered. The solids were washed with water and dried in the funnel to give the title compound as a white solid. MS (ESI pos. ion) m/z: 467.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710043B2
Source datasetuspto-grants-2014_04
ORD IDord-e78f9010a69c465591da57883d443152
Source noteuspto-grants-2014_04