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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538398Generated: October 25, 2026

Diisopropylethylamine → Ethyl 5-[({[3-(6-fluoro-quinolin-2-yl)-3-azabicyclo[3.1.0]hex-6-yl]carbamoyl}oxy)-methyl]isoxazole-3-carboxylate

https://huagongshe.com/reaction/538398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-6-fluoroquinolineHCID 15059433—
ReactantHCID 67606011HCID 67606011—
SolventTrifluoroacetateHCID 84468—
ProductEthyl 5-[({[3-(6-fluoro-quinolin-2-yl)-3-azabicyclo[3.1.0]hex-6-yl]carbamoyl}oxy)-methyl]isoxazole-3-carboxylateHCID 6760789636.5%

Reaction Steps

Starting from 1.55 g (3.79 mmol) of ethyl 5-{[(3-azabicyclo[3.1.0]hex-6-ylcarbamoyl)oxy]methyl}isoxazole-3-carboxylate in trifluoroacetate form, 1.98 ml (11.37 mmol) of N,N-diisopropylethylamine, and 0.68 g (3.79 mmol) of 2-chloro-6-fluoro-quinoline, and eluting with a 99/1 to 98/2 mixture of dichloromethane and methanol, 0.61 g (36%) of product is obtained in the form of an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865738B2
Source datasetuspto-grants-2014_10
ORD IDord-5f232473248745e89c9189f1f932d7f6
Source noteuspto-grants-2014_10