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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481740Generated: October 31, 2026

Triethylamine → HCID 89422916, compound

https://huagongshe.com/reaction/1481740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 71284985HCID 71284985—
SolventDichloromethaneHCID 6344—
ProductHCID 89422916HCID 8942291698.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To solution of methyl 1-(2,4-dimethoxybenzyl)-5-ethyl-6-(2-(2-hydroxyethyl)-1-methyl-1H-indol-5-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (1.142 g, 2.26 mmol) in DCM (10 mL) was added NEt3 (0.45 mL, 3.23 mmol) and mixture was cooled to 0° C. Methanesulfonyl chloride (0.22 mL, 2.84 mmol) was added dropwise and reaction mixture was stirred at 0° C. 15 min. LC/MS indicated complete consumption of the starting material. Reaction was diluted with DCM (20 mL) and washed with H2O (10 mL). Organic phase was dried over Na2SO4 and solvent was removed under reduced pressure. Methyl 1-(2,4-dimethoxybenzyl)-5-ethyl-6-(1-methyl-2-(2-(methylsulfonyloxy)ethyl)-1H-indol-5-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (1.30 g) was obtained in nearly quantitative yield as yellow solid and was pure enough to be used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409905B2
Source datasetuspto-grants-2016_08
ORD IDord-0aa894561659414b9d6a9217d68655f4
Source noteuspto-grants-2016_08