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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610287Generated: October 26, 2026

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

https://huagongshe.com/reaction/610287

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 numberUS05998436
Source datasetuspto-grants-1999_12
ORD IDord-9f9a6e6ca60c4eea99f96834b9922a0b
Source noteuspto-grants-1999_12