HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2S,4S)-1-(tert-butoxycarbonyl)-4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)pyrrolidine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | (2S,4S)-1-tert-butyl 2-methyl 4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)pyrrolidine-1,2-dicarboxylate | HCID 66650753 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2S,4S)-1-(tert-butoxycarbonyl)-4-(8-chloro-7-methoxy-2-(3-(trifluoromethyl)-1H-pyrazol-1-yl)quinolin-4-yloxy)pyrrolidine-2-carboxylic acid | HCID 57816711 | 95% |
Reaction Steps
To a stirred solution of compound 112 (650 mg, 1.13 mmol) in THF (12 mL) was added LiOH (82 mg, 3.41 mmol) and water. The reaction mixture was stirred at room temperature for 16 hrs and was acidified with 1N HCl to pH 5-6. Aqueous layer was extracted with EtOAc. Organics were dried over Na2SO4, filtered, and concentrated under reduced pressure to yield compound 113 as a pink solid in 95% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08003659B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-033d4e0756fb40aea40a89ec23f0a7cf |
| Source note | uspto-grants-2011_08 |