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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675437Generated: October 30, 2026

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

https://huagongshe.com/reaction/1675437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 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-dicarboxylateHCID 66650753—
SolventTetrahydrofuranHCID 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 acidHCID 5781671195%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003659B2
Source datasetuspto-grants-2011_08
ORD IDord-033d4e0756fb40aea40a89ec23f0a7cf
Source noteuspto-grants-2011_08