Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58280123 | HCID 58280123 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58280270 | HCID 58280270 | — |
Reaction Steps
Dissolve 35 mg (0.06 mmol) of 3-[(2R,4R)-1-(tert-butoxycarbonyl)-4-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]oxy}piperidin-2-yl]propanoic acid methyl ester in 0.1 ml of methanol, cool to 0° C. and add approx. 240 mg of 10% sodium hydroxide solution. Stir the mixture at approx. 40° C. for several hours, then at RT overnight. Then slightly acidify the reaction mixture with 1N hydrochloric acid (pH approx. 3) and extract repeatedly with dichloromethane. Wash the combined organic phases with satd. sodium chloride solution, dry over magnesium sulphate and concentrate under reduced pressure. The target compound is obtained in quantitative yield (34 mg) and is not purified further.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08324222B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-d62b963d7e544cb790caf2206189faa8 |
|---|
| Source note | uspto-grants-2012_12 |
|---|