HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3R)-3-(cyclopentyl methyl)-4-(5-{[(6-ethyl-2-pyridinyl)amino]carbonyl}-4,5-dihydro-1H-pyrazol-1-yl)-4-oxobutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1-dimethylethyl (3R)-3-(cyclopentylmethyl)-4-(5-{[(6-ethyl-2-pyridinyl)amino]carbonyl}-4,5-dihydro-1H-pyrazol-1-yl)-4-oxobutanoate | HCID 68287975 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (3R)-3-(cyclopentyl methyl)-4-(5-{[(6-ethyl-2-pyridinyl)amino]carbonyl}-4,5-dihydro-1H-pyrazol-1-yl)-4-oxobutanoic acid | HCID 68287965 | 100% |
Reaction Steps
To a solution of 1,1-dimethylethyl (3R)-3-(cyclopentylmethyl)-4-(5-{[(6-ethyl-2-pyridinyl)amino]carbonyl}-4,5-dihydro-1H-pyrazol-1-yl)-4-oxobutanoate (368 mg, 0.81 mmol) in 1,4-dioxane (5.0 mL) was added 4.0 M hydrochloric acid in 1,4-dioxane (10.1 mL, 40 mmol) at room temperature. The reaction mixture was stirred for 4 hours. LCMS showed the reaction was complete. The solvent was then removed by reduced pressure to afford (3R)-3-(cyclopentylmethyl)-4-(5-{[(6-ethyl-2-pyridinyl)amino]carbonyl}-4,5-dihydro-1H-pyrazol-1-yl)-4-oxobutanoic acid (323 mg, 100% yield), which was used directly in the next step. MS: 401 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08901119B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-eae3d39ee83045c2b67de571d3b8344f |
| Source note | uspto-grants-2014_12 |