HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274781Generated: October 26, 2026
Methanol → 2-Amino-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine
https://huagongshe.com/reaction/1274781
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-Amino-4-bromo-5-chloro-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine | HCID 22121160 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-Amino-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine | HCID 17778763 | — |
| Product | 2-Amino-4-bromo-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine | HCID 22121265 | — |
Reaction Steps
To 10 ml of methanol were added 1.6 g of 2-amino-4-bromo-5-chloro-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine together with 0.47 g of triethylamine and 0.09 g of 10% palladium on carbon, and the mixture was hydrogenated at room temperature for 39 hours. The catalyst was separated by filtration, and the solvent and the like were distilled off under reduced pressure. To the residue was added 50 ml of chloroform, and the mixture was washed with 50 ml of distilled water. The chloroform layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to chromatography (silica gel, 25 g; eluent: chloroform) to obtain 0.75 g of 2-amino-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine as a pale brown oil, and 0.2 g of 2-amino-4-bromo-3-fluoro-6-(1,1,3,3-tetramethylbutylamino)pyridine as a brown oil.
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-6f064547ad044d53837ae0f4176a71ce |
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| Source note | uspto-grants-2000_12 |
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