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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662765Generated: October 29, 2026

Hydrochloric Acid → (4R)-1-(5-chloro-3-[2-methoxy-5-(2-piperazin-1-ylethyl)phenyl]-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-N,N-dimethyl-L-prolinamide

https://huagongshe.com/reaction/1662765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl 4-{2-[3-(5-chloro-3-{(2S,4R)-2-[(dimethylamino)carbonyl]-4-hydroxypyrrolidin-1-yl}-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-methoxyphenyl]ethyl}piperazine-1-carboxylateHCID 59867855—
SolventEthyl AcetateHCID 8857—
Product(4R)-1-(5-chloro-3-[2-methoxy-5-(2-piperazin-1-ylethyl)phenyl]-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-N,N-dimethyl-L-prolinamideHCID 5986784356.3%

Reaction Steps

Concentrated hydrochloric acid (3.0 ml) was added to 120 mg of the compound obtained in Example 228, and the solution was stirred at room temperature for 30 minutes. The stirred solution was poured into a saturated aqueous solution of NaHCO3, and extraction was carried out with EtOAc. The extract was dried over Na2SO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified by a preparative TLC plate (2 mm; mobile phase: CHCl3/8M ammonia MeOH solution=8/1; v/v) to obtain 60 mg of the title compound (colorless amorphous).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030499B2
Source datasetuspto-grants-2011_10
ORD IDord-640f983aed2849969315d45b81ad7513
Source noteuspto-grants-2011_10