HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420090Generated: October 30, 2026
Hydrochloric Acid → (2S,4S)-1-(tert-butoxycarbonyl)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)pyrrolidine-2-carboxylic acid
https://huagongshe.com/reaction/420090
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-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)pyrrolidine-1,2-dicarboxylate | HCID 66650399 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2S,4S)-1-(tert-butoxycarbonyl)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)pyrrolidine-2-carboxylic acid | HCID 66650547 | 105.5% |
Reaction Steps
Compound 132 (20 g) was dissolved in THF (66 mL) at room temperature. Water (66 mL) was added, followed by lithium hydroxide (5 eq.) in one portion. The reaction mixture was heated at 40° C. for 3 hrs, cooled, acidified with 5M HCl, and extracted with DCM. The organic phase was dried over Na2SO4 and concentrated under vacuum to give compound 133 (20.57 g) as a yellow form in 99% yield and 96-97% purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093379B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-58680a4eec6045f39cce9f3ce0cfa9e9 |
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| Source note | uspto-grants-2012_01 |
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