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ChemicalBook CAS DataBase List 2-Amino-6-fluoropyridine
1597-32-6

2-Amino-6-fluoropyridine synthesis

3synthesis methods
2,6-Difluoropyridine

1513-65-1

2-Amino-6-fluoropyridine

1597-32-6

The general procedure for the synthesis of 2-amino-6-fluoropyridine from 2,6-difluoropyridine was as follows: 2,6-difluoropyridine (50 g, 434 mmol) was dissolved in ammonium hydroxide solution (200 mL, 28.0-30.0%) in a steel tube and the reaction was heated for 15 hr at 105 °C. Upon completion of the reaction, the mixture was cooled in an ice bath and the precipitate was subsequently collected by filtration. The precipitate was washed with cold water and dried to give 6-fluoro-2-pyridinamine (45.8 g, 94% yield) as a white solid. The structure of the product was confirmed by 1H-NMR (CDCl3): δ 7.53 (m, 1H), 6.36 (dd, 1H), 6.26 (dd, 1H), 4.56 (s, 2H).

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Yield:1597-32-6 94%

Reaction Conditions:

with ammonia in water at 105; for 15 h;

Steps:

13.A
Example 13: (4S)-Λ/-Methyl-Λ/-(f5-(4-methyl-1-piperazinvnimidazo? .2-aloyridin-2- v?methyl)-3,4-dihvdro-2H-pyranof3,2-b1pyridin-4-arnine EPO A) 6-Fluoro-2-pyridinamine: A solution of 2,6-difluoropyridine (50 g, 434 mmol) in ammonium hydroxide (200 mL, 28.0- 30.0%) was heated at 1050C in a steel bomb for 15 hours. The reaction was cooled in an ice bath and the precipitate filtered, rinsed with cold water, and dried to yield 6-fluoro-2- pyridinamine (45.8 g, 94% yield) as a white solid. 1H-NMR (CDCI3): δ 7.53 (m, 1 H)1 6.36 (dd, 1 H), 6.26 (dd, 1 H), 4.56 (s, 2H).

References:

SMITHKLINE BEECHAM CORPORATION WO2006/76131, 2006, A2 Location in patent:Page/Page column 39-40

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