HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 23132877, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66701077 | HCID 66701077 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23132877 | HCID 23132877 | 48.8% |
Reaction Steps
A solution of 70 mg of 2-{[4-chloro-1-(piperidin-4-yl-methoxy)-naphthalene-2-carbonyl]-amino}-2-methyl-butyric acid ethyl ester (see example 160, step b)) in 4 mL THF and 1 mL MeOH was treated with 4 mL of 2 M aqueous sodium hydroxide. The reaction mixture was stirred at room temperature overnight. The organic solvent was removed in vacuo. The residue was taken up in 6 ml of water and it was treated with 2 M hydrochloric acid to adjust the pH to 6˜7, then extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulphate and concentrated to give 32 mg of 2-{[4-chloro-1-(piperidin-4-yl-methoxy)-naphthalene-2-carbonyl]-amino}-2-methyl-butyric acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08283479B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-277134b37f914dbf8c6b192b0c6f20a6 |
| Source note | uspto-grants-2012_10 |