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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420084Generated: October 30, 2026

Hydrochloric Acid → (2S,4S)-1-(tert-butoxycarbonyl)-4-(7-methoxy-8-methyl-2-(4-(trifluoromethyl)thiazol-2-yl)quinolin-4-yloxy)pyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/420084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant(2S,4S)-1-tert-butyl 2-methyl 4-(7-methoxy-8-methyl-2-(4-(trifluoromethyl)thiazol-2-yl)quinolin-4-yloxy)pyrrolidine-1,2-dicarboxylateHCID 66650411—
SolventTetrahydrofuranHCID 8028—
Product(2S,4S)-1-(tert-butoxycarbonyl)-4-(7-methoxy-8-methyl-2-(4-(trifluoromethyl)thiazol-2-yl)quinolin-4-yloxy)pyrrolidine-2-carboxylic acidHCID 6665050798.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

Compound 124 (22.24 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 125 (21.33 g) as an off-white powder in 92% yield (7.5 w % of THF) and 99% purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093379B2
Source datasetuspto-grants-2012_01
ORD IDord-48593f16503244d49a10adea45d01674
Source noteuspto-grants-2012_01