HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → AM-432
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | [2'-[(Cyclopropanecarbonyl-ethyl-amino)-methyl]-4'-(6-ethoxy-pyridin-3-yl)-6-methoxy-biphenyl-3-yl]-acetic acid ethyl ester | HCID 58149167 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | AM-432 | HCID 50901658 | — |
Reaction Steps
[2′-[(cyclopropanecarbonyl-ethyl-amino)-methyl]-4′-(6-ethoxy-pyridin-3-yl)-6-methoxy-biphenyl-3-yl]-acetic acid ethyl ester (32.7 g, 63.3 mmol) in tetrahydrofuran (150 mL) and water (75 mL) was treated with lithium hydroxide (8.0 g, 190.6 mmol) and the reaction was stirred at room temperature overnight. When the reaction was complete by analytical LCMS, the mixture was acidified with 1N aqueous hydrochloric acid to pH 3 and extracted 2 times with dichloromethane. The combined organic layers were dried over magnesium sulfate and concentrated to afford the title compound as an off-white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785393B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-ea2a4e78adc344fd810e08c935200fe2 |
| Source note | uspto-grants-2014_07 |