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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzene | HCID 241 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | tert-Octylamine | HCID 61017 | — |
| Reactant | HCID 22121161 | HCID 22121161 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 2-Amino-4-bromo-5-chloro-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine | HCID 22121160 | 46% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06156903 |
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| Source dataset | uspto-grants-2000_12 |
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| ORD ID | ord-0856dc758a6d427aa2c0151ae0556b21 |
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| Source note | uspto-grants-2000_12 |
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