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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737066Generated: October 30, 2026

Triethylamine → HCID 58975081, compound

https://huagongshe.com/reaction/737066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylacetamideHCID 31374—
ReactantSodium BicarbonateHCID 516892—
Reactant3-phenyl-2,3-dihydro-1H-indoleHCID 10932353—
Reactant4-(4-Fluoro-benzylcarbamoyl)-benzenesulfonyl chlorideHCID 58975125—
SolventDichloromethaneHCID 6344—
ProductHCID 58975081HCID 58975081—

Reaction Steps

Stir 3-phenyl-2,3-dihydro-1H indole (0.233 g, 1.19 mmol), 4-(4-fluoro-benzylcarbamoyl)-benzenesulfonyl chloride (1 equiv.), Et3N (0.50 mL, 0.36 g, 3.57 mmol), DMA (0.015 g, 0.123 mmol) in CH2Cl2 (45 mL) overnight under N2. Dilute the CH2Cl2 to 150 mL and pour into a saturated solution of NaHCO3 (50 mL) and stir for 15 minutes. Separate the organic layer and wash with H2O (100 mL), extract with 1N HCl (2×75 mL), wash with brine, separate and dry (MgSO4). Filter and evaporate followed by chromatography on the ISCO using a 40 g silica gel column and elute with EtOAc-hexane 90-100%) to give 0.33 g of the racemic compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595339B2
Source datasetuspto-grants-2009_09
ORD IDord-ef42f56319d34c92ad814459e7665666
Source noteuspto-grants-2009_09