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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1406016Generated: October 30, 2026

2,6-Diethylaniline → HCID 60152323, compound

https://huagongshe.com/reaction/1406016

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DiethylanilineHCID 11369—
ReactantHCID 68295422HCID 68295422—
ReactantHCID 178418261HCID 178418261—
SolventTetrahydrofuranHCID 8028—
ProductHCID 60152323HCID 6015232395%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2,6-diethylaniline (0.300 g, 2.01 mmol) in 10 mL of anhydrous THF under argon, 1M in THF solution of LiN(TMS)2 (4.02 mL, 4.02 mmol) at 0° C. were added dropwise. The mixture was stirred at 0° C. for 10 minutes then ethyl 9-[(4-bromo-2-methoxyphenyl)amino]-1-methyl-1,4,5,6-tetrahydropyrazolo[4′,3′:6,7]cyclohepta[1,2-d]pyrimidine-3-carboxylate (0.300 g, 0.67 mmol) in 10 mL of anhydrous THF at 0° C. were added dropwise. Ice bath was removed and the mixture was stirred at room temperature for 1 hour. Water (20 mL) was added and the mixture was extracted with AcOEt (2×30 mL). The organic layer was dried over anhydrous Na2SO4 and the solvent evaporated to dryness. The crude solid was purified by flash chromatography on silica gel (eluant: AcOEt/cyclohexane 1/1) to afford 0.350 g (95% yield) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916577B2
Source datasetuspto-grants-2014_12
ORD IDord-e21ef177d077401580fd203d6461c4c7
Source noteuspto-grants-2014_12