HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 90281966, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 90282120 | HCID 90282120 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90281966 | HCID 90281966 | 68.3% |
Reaction Steps
To a solution of ethyl 6-({[(benzyloxy)carbonyl](2-tert-butoxy-2-oxoethyl)amino}methyl)pyridine-2-carboxylate (3.26 g) in tetrahydrofuran (10.0 mL) were added a 1 M aqueous sodium hydroxide solution (8.00 mL), followed by stirring at room temperature overnight. To the reaction mixture was added 1 M hydrochloric acid (8.00 mL), followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 6-({[(benzyloxy)carbonyl](2-tert-butoxy-2-oxoethyl)amino}methyl)pyridine-2-carboxylic acid (2.08 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199927B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-03ec302418364070963e03c0fea804c3 |
| Source note | uspto-grants-2015_12 |