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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201557Generated: October 29, 2026

Triethylamine → HCID 55043537, compound

https://huagongshe.com/reaction/2201557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-FluorobenzylamineHCID 67326—
ReactantPropylphosphonic anhydrideHCID 111923—
Reactant2-Amino-5-bromonicotinic acidHCID 737445—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 55043537HCID 5504353781%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a degassed solution of (4-fluorophenyl)methanamine (500 mg, 4.0 mmol), 2-amino-5-bromonicotinic acid (867 mg, 4.0 mmol) and Et3N (1.21 g, 12.0 mmol) in dry DCM (10 mL) was added T3P (2.54 g, 8.0 mmol) at 0° C. under N2 protection. The mixture was stirred at 0° C. for 20 minutes. The mixture was diluted with water, and then it was extracted with EtOAc, dried over Na2SO4, filtrated and concentrated to give the crude product of 2-amino-5-bromo-N-(4-fluorobenzyl)nicotinamide (1.05 g, yield: 81%). 1H-NMR (CDCl3, 400 MHz) δ 8.18 (s, 1H), 7.64 (d, J=2.0 Hz, 1H), 7.31 (t, J=8.0 Hz, 2H), 7.05 (d, J=8.8 Hz, 2H), 6.38 (d, J=4.0 Hz, 2H), 6.17 (d, J=5.2 Hz, 1H), 5.12 (d, J=6.4 Hz, 2H). MS (M+H)+: 324/326.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09364482B2
Source datasetuspto-grants-2016_06
ORD IDord-acbb028704624741b62c6a48f86f7b92
Source noteuspto-grants-2016_06