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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056255Generated: October 26, 2026

2-Butanamine, 2-methyl- → 8-bromo-7-fluoro-3-methyl-N-(tert-pentyl)quinoxalin-2-amine

https://huagongshe.com/reaction/1056255

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butanamine, 2-methyl-HCID 68986—
Reactant8-bromo-N-(tert-butyl)-7-fluoro-3-methylquinoxalin-2-amineHCID 89781934—
Reactant8-bromo-7-fluoro-3-methylquinoxalin-2(1H)-oneHCID 89784206—
SolventDimethyl SulfoxideHCID 679—
Product8-bromo-7-fluoro-3-methyl-N-(tert-pentyl)quinoxalin-2-amineHCID 8978191781%

Reaction Steps

This compound (580 mg, 1.78 mmol, 81% yield) as an orange amorphous solid was prepared according to the procedure described for Intermediate 605a, using 5-bromo-3-chloro-6-fluoro-2-methylquinoxaline (600) (607 mg, 2.20 mmol) and tert-amylamine (Aldrich Chemical Company) (1.29 mL, 11.02 mmol) in DMSO (5.0 mL) as the starting materials. 1H NMR (400 MHz, CDCl3) δ ppm 7.75 (1H, dd, J=9.0, 5.7 Hz), 7.15 (1H, t, J=8.7 Hz), 4.74 (1H, br. s.), 2.54 (3H, s), 2.09 (2H, q, J=7.4 Hz), 1.58 (6H, s), 0.88 (3H, t, J=7.5 Hz). 19F NMR (376 MHz, CDCl3) δ ppm −103.39 (1F, s). m/z (ESI, +ve ion) 326.0/328.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394297B2
Source datasetuspto-grants-2016_07
ORD IDord-0eba3c68286d4243944bde1027295e21
Source noteuspto-grants-2016_07