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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966507Generated: October 25, 2026

Potassium Carbonate → HCID 10203636, compound

https://huagongshe.com/reaction/966507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Hydroxy-2-methyl-1H-indole-3-carboxylic acid benzyl esterHCID 10923975—
ReactantEthyl acetate hexaneHCID 21226206—
Reactant1-Benzyl-3-toluenesulfonyloxypyrrolidineHCID 86252147—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
ProductHCID 10203636HCID 1020363618%

Reaction Steps

1-benzyl-3-toluenesulfonyloxypyrrolidine (0.662 g, 2.00 mmol, 1.0 eq, see Bio. Org. & Med. Chem. Lett., 1999;9:1379) was dissolved in dry acetonitrile (20 mL) and DMF (1 mL), and treated with 2-methyl-3-benzyloxycarbonyl-5-hydroxyindole (0.562 g, 2.00 mmol, 1 cq) and potassium carbonate (0.276 g, 2.0 mmol, 1.0 eq.). The reaction was heated to reflux and followed by TLC (hexane/ethyl acetate 1/1). After 24 hours, the reaction was loaded directly on silica gel and chromatographed (hexane/ethyl acetate 1/1) to afford a yellow oil: 0.162 g (18% yield). This was converted to the corresponding hydrochloride salt: LC/MS (ESI+) 441 (M+1), Anal. (C28H28N2O3.HCl.1.6H2O) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951848B2
Source datasetuspto-grants-2005_10
ORD IDord-5fb0ba0e14e54378b20f2d779a2a02fe
Source noteuspto-grants-2005_10