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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217902Generated: October 31, 2026

Triethylamine → HCID 68808743, compound

https://huagongshe.com/reaction/2217902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Aminoazetidine, 3-BOC protectedHCID 1519405—
Reactant2,6-dichloro-N-(cyclohexylmethyl)-5-quinolinecarboxamideHCID 86013022—
CatalystTetrabutylammonium BromideHCID 74236—
SolventAcetonitrileHCID 6342—
ProductAmmoniaHCID 22210%
ProductHCID 68808743HCID 6880874332.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

3-Azetidinyl-carbamic acid, 1,1-dimethylethyl ester (0.5 g) was added to 2,6-dichloro-N-(cyclohexylmethyl)quinoline-5-carboxamide (Example 43(a)) (0.28 g), tetra-butylammonium bromide (0.28 g) and triethylamine (0.5 mL) in acetonitrile (4 mL). The reaction mixture was heated at 120° C. in a microwave for 1 hour, concentrated under reduced pressure and purified (SiO2, methanol:dichloromethane 4:96 as eluant). The residue (0.24 g) was dissolved in dichloromethane and trifluoroacetic acid (1 mL) added. The reaction mixture was stirred at room temperature for 1 hour, concentrated and then treated with 7M ammonia in methanol. Purification (Varian SCX cartridge using methanol and then 10% ammonia in methanol) gave the sub-titled compound as a solid (0.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07408065B2
Source datasetuspto-grants-2008_08
ORD IDord-8ef91228a2204ca2b3a417b5af282208
Source noteuspto-grants-2008_08