Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,6-Dichloro-3-nitropyridine | HCID 85239 | — |
| Reactant | (S)-(+)-3-Hydroxytetrahydrofuran | HCID 2733227 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86718467 | HCID 86718467 | 68.1% |
Reaction Steps
A mixture of THF and 320 mg (3.6 mmol) (3S)-tetrahydrofuran-3-ol is cooled to 0° C. and 145 mg (3.6 mmol) NaOH are added and the mixture stirred for 1 h. 700 mg (3.6 mmol) 2,6-dichloro-3-nitro-pyridine are slowly added and the mixture is stirred at RT for 3 days. The reaction mixture is filtered and evaporated The residual is purified by FC, giving rise to 600 mg (68%) 6-chloro-3-nitro-2-[(3S)-tetrahydrofuran-3-yl]oxy-pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08901138B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-0ba854451a0e44b88674bd220d9cb163 |
|---|
| Source note | uspto-grants-2014_12 |
|---|