HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-ethylhydroxylamine hydrochloride → N-Ethoxy-3-[(4-iodo-2-methylphenyl)amino]isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-ethylhydroxylamine hydrochloride | HCID 76850 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-[(2-Methyl-4-iodophenyl)amino]isonicotinic acid | HCID 57649617 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Ethoxy-3-[(4-iodo-2-methylphenyl)amino]isonicotinamide | HCID 57649631 | 53% |
Reaction Steps
3-[(4-iodo-2-methylphenyl)amino]isonicotinic acid 2c (60 mg, 0.17 mmol) was dissolved in 6 ml dry DMF followed by the addition of DIPEA (0.20 mmol, 37 μl), ByBOP (0.20 mmol, 107 mg) and O-ethylhydroxylamine hydrochloride (0.34 mmol, 34 mg). The mixture was stirred for 4 h and the volatiles were removed in vacuo. The crude material was purified by preparative reversed phase HPLC to give 36 mg (91 μmol; 53% yield) of pure desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841459B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-07434e418da045c8b635ed127911d12c |
| Source note | uspto-grants-2014_09 |