HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 54316733, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 54184297 | HCID 54184297 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54316733 | HCID 54316733 | 93.3% |
Reaction Steps
To a solution of 4-[1-carbamoyl-5-(cyclopentyloxycarbonyl)amino-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester (1.15 grams, 2.47 mmol) in a 6:1 ratio tetrahydrofuran:water (70 mL) was added lithium hydroxide monohydrate (0.21 grams, 4.94 mmol) and the resulting solution was stirred, at room temperature, for 46 hours. The reaction mixture was concentrated in vacuo to a volume of 15 mL, then diluted with water (300 mL). The aqueous solution was acidified by addition of 1 M hydrochloric acid (aq), and the resulting precipitate was collected via filtration to give 4-[1-carbamoyl-5-(cyclopentyloxycarbonyl)amino-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid (1.04 grams, 93% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05965745 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-8f9966fc02414766b47d104a1d4bd8f5 |
| Source note | uspto-grants-1999_10 |