HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Furancarbonyl chloride → HCID 118080017, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Furancarbonyl chloride | HCID 68242 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 118079994 | HCID 118079994 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 118080017 | HCID 118080017 | 54% |
Reaction Steps
A 100 mL round bottomed flask fitted with a nitrogen inlet was charged with (S)-1-(6-bromo-2-methyl-3,4-dihydroquinoxaline-1(2H)-yl)-2,2,2-trifluoroethanone (1.54 g, 4.77 mmol), 1,2-dichloroethane (45 mL), and N,N-diisopropylethyl amine (2.497 mL, 14.30 mmol). The mixture stirred for 5 min and then furan-2-carbonyl chloride (0.940 mL, 9.53 mmol) was slowly added. The reaction stirred at room temperature for 2 h and was then concentrated. The residue was purified via column chromatography (eluting with 3:2 hexanes/ethyl acetate) to afford (S)-1-(6-bromo-4-(furan-2-carbonyl)-2-methyl-3,4-dihydroquinoxaline-1(2H)-yl)-2,2,2-trifluoroethanone (1.07 g, 54%) as an off-white solid. MS (ESI, pos. ion) m/z 417, 419 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422281B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-c58a0f277ed84778b48b2c43b1a104d1 |
| Source note | uspto-grants-2016_08 |