Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922793Generated: November 1, 2026

Triethylamine → HCID 89543925, compound

https://huagongshe.com/reaction/922793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantAmmonium formateHCID 2723923—
ReactantHCID 89543977HCID 89543977—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 89543925HCID 895439259%

Reaction Conditions

Temperature60 °C

Reaction Steps

8-Fluoro-4-(4-fluorophenyl)quinoline-2-carboxylic acid (7-4, 100.0 mg, 0.351 mmol), ammonium formate (88.0 mg, 1.40 mmol), BOP (202.0 mg, 0.456 mmol), and triethylamine (0.147 ml, 1.052 mmol) were dissolved into DMF (1.0 mL), and the resulting mixture was stirred at 60° C. for 5 hours. The mixture was cooled and diluted with Methylene Chloride, washed with water, brine, dried over MgSO4, filtered and concentrated. The crude residue was purified by reverse phase HPLC (H2O/CH3CN gradient w/0.1% TFA modifier) to afford 8-Fluoro-4-(4-fluorophenyl)quinoline-2-carboxamide (7-5, 9.00 mg, 9.0%) as a colorless solid. 1H NMR (400 MHz, CDCl3): δ 8.209 (s, 1H); 8.138 (br s, 1H); 8.658 (d, J=8.62 Hz, 1H); 7.379-7.493 (m, 4H); 7.145-7.214 (m, 2H); 6.004 (br s, 1H). LRMS m/z (M+H) 285.1 found, 285.1 required.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278960B2
Source datasetuspto-grants-2016_03
ORD IDord-56d44518fb1244e18ca049e0a71e38f0
Source noteuspto-grants-2016_03