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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274780Generated: October 26, 2026

Benzene → 2-Amino-4-bromo-5-chloro-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine

https://huagongshe.com/reaction/1274780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactanttert-OctylamineHCID 61017—
ReactantHCID 22121161HCID 22121161—
SolventHexaneHCID 8058—
Product2-Amino-4-bromo-5-chloro-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridineHCID 2212116046%

Reaction Conditions

Temperature140 °C

Reaction Steps

To 6 ml of N-methylpyrrolidone were added 2.4 g of 2-amino-4-bromo-5-chloro-3,6-difluoropyridine and 3.5 g of 1,1,3,3-tetramethylbutylamine, and the mixture was stirred at 140° C. for 82 hours and allowed to cool. 50 ml of the mixed solution of benzene and n-hexane (1:1, v/v) was added, and the solution was washed twice with 400 ml of distilled water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The brown oily residue was subjected to column chromatography (silica gel, 30 g; eluent: chloroform:n-hexane, 1:1) to obtain 1.6 g of the title compound as a colorless oily residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156903
Source datasetuspto-grants-2000_12
ORD IDord-0856dc758a6d427aa2c0151ae0556b21
Source noteuspto-grants-2000_12