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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446568Generated: October 27, 2026

Hydrochloric Acid → 1-{2-[{6-[{4-[{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methy)amino]propyl}(methyl)carbamoyl]benzyl}(methyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

https://huagongshe.com/reaction/446568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-{[{6-[(2-{4-[(biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}(methyl)amino]methyl}benzoateHCID 66671734—
Reactant2-{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}-N-methyl-N-[3-(methylamino)propyl]acetamideHCID 86663419—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product1-{2-[{6-[{4-[{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methy)amino]propyl}(methyl)carbamoyl]benzyl}(methyl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateHCID 4692863848%

Reaction Steps

The compound (90 mg, 0.14 mmol) obtained in Example 74a was dissolved in a mixed solvent of methanol (1.4 mL) and water (1.4 mL), a 1 N aqueous sodium hydroxide solution (0.214 mL, 0.214 mmol) was added, and the mixture was stirred at room temperature for 3 hours and then at 50° C. for 2 hours. A 1 N aqueous hydrochloric acid solution (0.300 mL) and toluene were added, and then the solvent was evaporated under reduced pressure. The resulting residue and the compound (74 mg, 0.095 mmol) obtained in Example 1k were used to give the title compound (63 mg; yield, 48%) as a white solid according to the method described in Example 11e.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476253B2
Source datasetuspto-grants-2013_07
ORD IDord-9adb6f170a4b42b88f35e975c093cdaf
Source noteuspto-grants-2013_07