HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → (+)-3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (-)-methyl 3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoate | HCID 86701762 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+)-3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoic acid | HCID 86701761 | — |
Reaction Steps
To (+) or (−)-methyl 3-(5-cyanobenzo[d]oxazol-2-yl)-3-(5-methoxy-7-methyl-1H-indol-4-yl)propanoate (tr=3.8 min) (74 mg, 0.190 mmol) in THF (475 μl) and water (475 μl) was added NaOH (950 μl, 0.950 mmol) and the reaction stirred at room temperature for 4 hours. The reaction was directly purified via preparative HPLC (HC-B) to obtain the title compound. 1H NMR as in Example 148-B. HRMS calcd. for C21H17N3O4 (M+H)+ 376.1297. found 376.1290.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056874B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-a66d845cdf5a4e2797a33cc200cb8d0f |
| Source note | uspto-grants-2015_06 |