4-Amino-2,5-difluorophenol

10percent palladium on carbon (921 mg) was added to a solution of 1-(benzyloxy)-2, 5-difluoro-4-nitrobenzen (9.21 g) in methanol (300 ml), followed by stirring at room temperature under hydrogen atmosphere for 24 hours and 20 minutes. The air of the flask was replaced with nitrogen to stop the reaction, and the catalyst was removed by filtration using celite. The filtrate was distilled off under reduced pressure to give the title compound (4.96 g, 99percent) as a pale brown solid.(Reference Example C-2) 4-Amino-2, 5-difluorophenol (Production Example 95) 4-Amino-2, 5-difluorophenol To a suspension of l-(benzyloxy)-2, 5-difluoro-4-nitrobenzene (1.06 g, 4 mmol) in CHStep 2) 4-amino-2, 5-difluorophenol [0181] To a suspension of l-(benzyloxy)-2, 5-difluoro-4-nitrobenzene (1.06 g, 4 mmol) in CHStep 2) 10percent palladium on carbon (921 mg) was added to a solution of 1-(benzyloxy)-2, 5-difluoro-4-nitrobenzen (9.21 g) in methanol (300 ml), followed by stirring at room temperature under hydrogen atmosphere for 24 hours and 20 minutes. The air of the flask was replaced with nitrogen to stop the reaction, and the catalyst was removed by filtration using celite. The filtrate was distilled off under reduced pressure to give the title compound (4.96 g, 99percent) as a pale brown solid.(Reference Example C-2) 4-Amino-2, 5-difluorophenol (Production Example 95) 4-Amino-2, 5-difluorophenol To a suspension of l-(benzyloxy)-2, 5-difluoro-4-nitrobenzene (1.06 g, 4 mmol) in CHStep 2) 4-amino-2, 5-difluorophenol [0181] To a suspension of l-(benzyloxy)-2, 5-difluoro-4-nitrobenzene (1.06 g, 4 mmol) in CHStep 2) A solution of 6-chloro-4-nitro-3-(trifluoromethyl)-1 -{[2-(trimethylsilyl)ethoxy]methyl}-1 H- pyrrolo[2, 3-b]pyridine (460 mg, 1 .16 mmol, see Synthesis 2007 , page 251-258, Org. Process Res. Dev. 2010, page 168-173), 4-Chloro-7-methoxyquinoline-6-carboxamide (200 mg, 845.12 mumol), 4 amino-2, 5-difluorophenol(184.13 mg, 1.01 mmol) and potassium t-butoxide (113.80 mg, 1.01 mmol) were added to a microwave tube containing nitromethylpyrrolidone (5 mL), then heated to 140 ° C under a nitrogen sparge and stirred. Reaction for 1 hour.The reaction solution was added to 30 ml of water to precipitate a solid. The product was obtained without purification and used directly in the next step.

Molecular Weight:145.11
XLogP3:1.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:145.03392011
Monoisotopic Mass:145.03392011
Topological Polar Surface Area:46.2
Heavy Atom Count:10
Complexity:122
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes