HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl ester 1-methyl ester | HCID 66920060 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl ester | HCID 66919946 | — |
Reaction Steps
To a solution of 3.4 g of (S)-2-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-pentanedioic acid 5-tert-butyl ester 1-methyl ester in 15 ml of THF, 6.5 ml of a 1 M aqueous NaOH solution was added. After stirring at RT upon completion of the reaction the mixture was acidified to pH 2 with diluted aqueous hydrochloric acid and extracted with DCM (3×100 ml). The combined organic phases were dried over MgSO4 and the solvents were removed under reduced pressure to yield a crystalline solid. Yield: 3.4 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598179B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-77dde2e1a32140fba64132b8e909675a |
| Source note | uspto-grants-2013_12 |