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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669413Generated: October 30, 2026

Hydrochloric Acid → HCID 67343224, compound

https://huagongshe.com/reaction/1669413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 86627895HCID 86627895—
SolventMethanolHCID 887—
ProductHCID 67343224HCID 6734322449%

Reaction Conditions

Temperature80 °C

Reaction Steps

Methyl 3-cyclohexyl-2-(2-(methoxymethoxy)-4-{[(4-methylphenyl)sulfonyl]oxy}-phenyl)-1H-indole-6-carboxylate was suspended in MeOH 0.18 M) and NaOMe (5 eq) was added. The mixture was warmed in a closed vessel to 80° C. After 4 h additional NaOMe (5 eq) was added. The mixture was warmed overnight. The mixture was cooled to RT and 1N aqueous HCl was added to the mixture. After dilution with H2O the mixture was extracted with EtOAc. The organic phase was separated and washed with sat. aq. NaHCO3 and brine. After drying over Na2SO4 all volatiles were evaporated in vacuo. The residual material was filtered with PE:EtOAc (8:2) through a pad of silica gel. The product was obtained as a yellowish amorphous solid (49%). (ES+) m/z 410 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989438B2
Source datasetuspto-grants-2011_08
ORD IDord-8b43a9f7d2d64634b101d98226fe029a
Source noteuspto-grants-2011_08