HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Isobutylimidazo[1,2-a]quinoxalin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(3-Chloroquinoxalin-2-ylamino)-4-methylpentan-1-ol | HCID 57425907 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-Isobutylimidazo[1,2-a]quinoxalin-4-amine | HCID 16742062 | 76.6% |
Reaction Steps
To a solution of the 2-(3-chloroquinoxalin-2-ylamino)-4-methylpentan-1-ol (1.90 g, 6.79 mmol) in 10 mL of DMSO was added triethyl amine (1.92 g, 19.0 mmol) and followed by sulfur trioxide pyridine complex (2.38 g, 14.9 mmol) at room temperature. The reaction mixture was stirred at that temperature overnight. And then 100 mL of water was added to reaction mixture. The resulting mixture was extracted with ethyl acetate (75 mL×2). The combined organic layers were washed with water (20 mL), brine (20 mL), dried over MgSO4, filtered and concentrated. The crude product was purified by flash column chromatography eluted with ethyl acetate and hexanes to give the titled compound (1.25 g, 64%). MS: MH+=278:280=3:1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173657B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-f38a188ddcef4bcf9db7d423bb685228 |
| Source note | uspto-grants-2012_05 |