HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinemethanol → N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(3-pyridylmethyl)methanesulphonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinemethanol | HCID 7510 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 54321377 | HCID 54321377 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(3-pyridylmethyl)methanesulphonamide | HCID 22097013 | 57.4% |
Reaction Steps
Diethyl azodicarboxylate (90 μl, 0.57 mmol) was added to a stirred solution of N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)methanesulphonamide (200 mg, 0.57 mmol - see Preparation 3), 3-(hydroxymethyl)pyridine (55 gl, 5 0.57 mmol), and triphenylphosphine (149 mg, 0.57 mmol) in dry tetrahydrofuran (12 ml) under nitrogen at 23° C. After 8 hours, the solvent was removed under reduced pressure and the residue was purified by flash chromatography (gradient elution with ether/methanol) to give N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(3-pyridylmethyl)methanesulphonamide (145 mg, 57%) as a white solid, m.p. 217° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05852016 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-1c4d13f0715647e58ec99b4450357b54 |
| Source note | uspto-grants-1998_12 |