HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58102913, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 5-Propyl-1-[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-1H-pyrazole-3-carboxylic acid ethyl ester | HCID 66757763 | — |
| Product | HCID 58102913 | HCID 58102913 | 88.8% |
Reaction Steps
5-Propyl-1-[2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-1H-pyrazole-3-carboxylic acid ethyl ester (400 mg, 607 μmol) was dissolved in THF (12.0 mL, 148 mmol). A solution of LiOH monohydrate (127 mg, 3.04 mmol) in water (4.0 mL, 222 mmol) was then added and the mixture was stirred at room temperature for about 19 hours. The mixture was then heated to 60° C. overnight. LCMS showed that the reaction was complete, but that two additional side products had also formed. The mixture was partitioned between EtOAc and a saturated ammonium chloride solution. The EtOAc layer was dried over Na2SO4 and concentrated to yield the title compound (340 mg). LCMS showed that the side products were no longer present.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822522B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e8b2af7e907240499f0c4e6c20c42326 |
| Source note | uspto-grants-2014_09 |