HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-((2-(Isopropylcarbamoyl)-4-phenoxyphenyl)carbamoyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 4-((2-(isopropylcarbamoyl)-4-phenoxyphenyl)carbamoyl)benzoate | HCID 57796901 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-((2-(Isopropylcarbamoyl)-4-phenoxyphenyl)carbamoyl)benzoic acid | HCID 11661686 | 94.3% |
Reaction Steps
A solution of 34D (80 mg, 0.19 mmol) in THF (2 mL) was treated with 1 N NaOH (0.4 mL). The resulting solution was stirred for 20 hours. The reaction mixture was treated with 1 N HCl (0.6 mL) and partitioned between EtOAc (20 mL) and water (20 mL). The organic layer was washed with brine (20 mL), dried (Na2SO4), and concentrated to afford 34E (75 mg, 94%). HPLC retention time: 4.34 minutes (YMC S-5 ODS-A 4.6×50 mm, 10% to 90% MeOH/H2O w/0.2% H3PO4, 4 minute gradient).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569725B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-e540a36ded454a5bb59e6038afaa8650 |
| Source note | uspto-grants-2009_08 |