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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387566Generated: November 2, 2026

Nitrogen → HCID 44185547, compound

https://huagongshe.com/reaction/2387566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(phenylsulfonyl)benzaldehydeHCID 640916—
Reactant2(5-fluoro-2-methyl-1H-indol-1-yl)acetic acidHCID 67466619—
SolventDichloromethaneHCID 6344—
ProductHCID 44185547HCID 44185547—

Reaction Steps

To a solution of 2(5-fluoro-2-methyl-1H-indol-1-yl)acetic acid (1.29 g, 1.49 mmol), 2-(phenylsulfonyl)benzaldehyde (1.50 g, 6.10 mmol) and triethylsilane (4.30 ml, 27.0 mmol) in dichloromethane (40 ml) was added trifluoroacetic acid (1.25 ml, 16.5 mmol) dropwise under N2 at 0° C. over 30 minutes. The reaction was warmed to room temperature and stirred for 2 hours. Saturated aqueous sodium hydrogen carbonate solution was added and the product extracted with dichloromethane. The combined organic extracts were washed with saturated brine, dried over MgSO4 and concentrated in vacuo giving a brown oil which was triturated with petroleum ether (40-60° C.) to give a white solid (1.34 g, 2.88 mmol 52%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268878B2
Source datasetuspto-grants-2012_09
ORD IDord-96feebdf09ae4bd08e7c4f53e5e68ac0
Source noteuspto-grants-2012_09