HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 24993422, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formamidine acetate | HCID 160693 | — |
| Reactant | HCID 67019956 | HCID 67019956 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 24993422 | HCID 24993422 | — |
Reaction Steps
A mixture of the product of Step B (0.14 mmol) and formamidine acetate (72 mg, 0.70 mmol) in 5.0 mL of DMF was allowed to stir at rt for 2 h. AcOH (40 μL, 0.70 mmol) was then added. The resulting mixture was stirred at 80° C. for 16 h. After cooling to rt, the reaction mixture was diluted with EtOAc (20 mL) and washed with brine (3×20 mL). The organic phase was separated, dried over MgSO4, and concentrated. Chromatography on a Biotage 40+S cartridges using 1:99 v/v CH3OH/CH2Cl2 as the eluant afforded the title compound: 1H NMR δ 1.53 (s, 3H), 1.62 (s, 3H), 2.18 (t, J=12.7, 1H), 2.36 (dd, J=6.3, 13.1, 1H), 5.56 (m, 1H), 6.95 (d, J=8.3, 2H), 7.16-7.38 (m, 7H), 10.1 (br. s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07999107B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-3785e41574774284a4f31e7a15af970c |
| Source note | uspto-grants-2011_08 |