Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615909Generated: October 30, 2026

Diisopropylethylamine → (S)-2-Bromo-4-((4-phenylbutan-2-yl)amino)nicotinonitrile

https://huagongshe.com/reaction/1615909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Phenylbutan-2-amine, (S)-HCID 6994564—
Reactant2,4-Dibromopyridine-3-carbonitrileHCID 57459591—
SolventDimethylformamideHCID 6228—
Product(S)-2-Bromo-4-((4-phenylbutan-2-yl)amino)nicotinonitrileHCID 8669650960.2%

Reaction Steps

Prepared according to the methods above using 2,4-dibromonicotinonitrile (100 mg, 0.382 mmol), (S)-1-Methyl-3-phenyl-propylamine (58.1 mg, 0.382 mmol) and Hunig's Base (0.080 mL, 0.458 mmol) in DMF (1.5 mL) at 120° C. for 30 min to give the desired product as a clear oil (76 mg). LC/MS (316/318, [M−H]/[M+H]+); 1H NMR (400 MHz, CHLOROFORM-d) δ 8.05 (d, J=5.5 Hz, 1H), 7.33-7.25 (m, 2H), 7.23-7.15 (m, 3H), 6.81 (d, J=5.3 Hz, 1H), 5.06 (br. s., 1H), 4.33 (dt, J=14.0, 6.9 Hz, 1H), 2.71 (t, J=8.0 Hz, 2H), 1.98-1.83 (m, 2H), 1.32-1.25 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765767B2
Source datasetuspto-grants-2014_07
ORD IDord-76ab4146273f458ba26152e2db572a76
Source noteuspto-grants-2014_07