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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915861Generated: November 3, 2026

Diisopropylethylamine → HCID 86680072, compound

https://huagongshe.com/reaction/1915861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-chloro-1-methyl-4-nitro-1H-pyrazoleHCID 12344836—
ReactantHCID 86680071HCID 86680071—
SolventEthanolHCID 702—
ProductHCID 86680072HCID 8668007213.6%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of tert-butyl 5-fluoroazepan-4-ylcarbamate (310 mg, 1.34 mmol) in EtOH (4 mL) was added DIPEA (1 ml, 5.7 mmol) and 5-chloro-1-methyl-4-nitro-1H-pyrazole (216 mg, 1.34 mmol). The reaction mixture was heated at 130° C. in a microwave for 8 hr. The solvent was removed under reduced pressure and the residue was purified via silica gel column chromatography (30-40% EtOAc/isohexane) to give the two trans (anti) isomers, tert-butyl 5-fluoro-1-(1-methyl-4-nitro-1H-pyrazol-5-yl)azepan-4-ylcarbamate as a yellow glass (65 mg) contaminated with some of the cis (syn) isomer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614206B2
Source datasetuspto-grants-2013_12
ORD IDord-b74aad6aa60b4d1ab63b2789182250db
Source noteuspto-grants-2013_12