Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 58505552 | HCID 58505552 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 58505590 | HCID 58505590 | 19% |
Reaction Steps
A solution of methyl 3-{3-[(3-carbamoylphenyl)carbonyl]-1-(2,2-dimethylpropanoyl)-7-(propan-2-yl)indolizin-2-yl}-2,2-dimethylpropanoate (111 mg, 0.220 mmol) in MeOH (2 mL) and 6M aqueous NaOH (2 mL) is heated at 70° C. for 1 h then cooled to 23° C., acidified to pH=1 with concentrated aqueous HCl, then partitioned between CH2Cl2 and brine. The organics are dried with MgSO4, filtered, and concentrated in vacuo. Purification of the crude by reverse phase HPLC (35% CH3CN to 95% CH3CN in 0.1% TFA in water) gives the title compound (20 mg, 19%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618300B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-3d4fc3c046a74ab5bb99629653472d99 |
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| Source note | uspto-grants-2013_12 |
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