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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747542Generated: October 30, 2026

Triethylamine → HCID 178495911, compound

https://huagongshe.com/reaction/747542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPotassium CyanideHCID 9032—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantTrimethylsilyl cyanideHCID 82115—
Reactant3-[(2-Methoxyethyl)amino]-2-methyl-4-(methylsulfonyl)benzoic acidHCID 69116726—
ReactantHCID 178481725HCID 178481725—
SolventAcetonitrileHCID 6342—
ProductHCID 178495911HCID 178495911—

Reaction Steps

Under nitrogen, 0.59 g of crude 3-[(2-methoxyethyl)amino]-2-methyl-4-(methylsulfonyl)benzoic acid was dissolved in 30 ml of CH3CN, and 0.35 g (3 mmol) of 5-hydroxy-3-cyclopropyl-1-methylpyrazole and 0.45 g (2 mmol) of EDAC were then added. The mixture was stirred at RT for one day. 0.36 g (4 mmol) of NEt3, 0.08 g (1 mmol) of Me3SiCN and a spatula tip of KCN were then added, and the mixture was stirred at RT for two days. The mixture was then concentrated, and the residue was taken up in 100 ml of CH2Cl2 and washed with 10% strength H2SO4. The organic phase was dried over MgSO4, concentrated and the residue was purified chromatographically (SiO2, EA/n-heptane=1:1+5% acetic acid). This gave a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396939B2
Source datasetuspto-grants-2008_07
ORD IDord-2efd1ae87ab44b23846c95781fa36380
Source noteuspto-grants-2008_07