HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 89484871, compound → HCID 71547769, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 89484871 | HCID 89484871 | — |
| Solvent | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Product | HCID 71547769 | HCID 71547769 | 77.7% |
Reaction Steps
A solution of tert-butyl (2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl) carbonate (1.06 g, 2.7 mmol, 1.0 eq.) in HCl/dioxane (2.5 N, 50 mL) was stirred at rt overnight, then concentrated. The residue was suspended in NaHCO3 solution, extracted with EA (10 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue was purified via flash column chromatography (PE/EA=2/1,v/v) to afford (2,6-difluoro-3-hydroxyphenyl) (quinoxalin-6-yl)methanone as a brown solid (600 mg, 77.7%). LRMS (M−H+) m/z calculated 285.1, found 285.0. 1H NMR (DMSO-d6, 400 MHz) δ 10.34 (s, 1 H), 9.09-9.12 (dd, 2 H), 8.39 (s, 1 H), 8.31-8.31 (d, 1 H), 7.14-7.27 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249111B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-698ec61543764190ac9554e2d4be49ae |
| Source note | uspto-grants-2016_02 |