Reaktion #802286

Reaktionsgleichung

TFA

tert-butyl (5-(7-acetamido-2-methyl-1,6-naphthyridin-3-yl)-2,4-difluorophenyl)carbamate

→

title compound

Ausbeute 81.0%

N-(3-(5-amino-2,4-difluorophenyl)-2-methyl-1,6-naphthyridin-7-yl)acetamide

Ausbeute 81.0%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrate to dryness
2. 2
   ExtraktionNaHCO3, extract with EtOAc/THF (1×)
3. 3
   Waschenwash the organic layer with brine
4. 4
   Trocknendry over MgSO4
5. 5
   Einengenconcentrate to dryness
6. 6
   SonstigeTriturate with THF/Hex
7. 7
   Sonstigecollect the solids
8. 8
   Filtrationvia filtration
9. 9
   Sonstigedry

Vorschrift

Add TFA (5 mL, 64.9 mmol) to a solution of tert-butyl (5-(7-acetamido-2-methyl-1,6-naphthyridin-3-yl)-2,4-difluorophenyl)carbamate (0.63 g, 1.470 mmol) in DCM (5 mL), stir at RT for 16 h, then concentrate to dryness. Neutralize with satd. NaHCO3, extract with EtOAc/THF (1×), wash the organic layer with brine, dry over MgSO4 and concentrate to dryness. Triturate with THF/Hex, collect the solids via filtration and dry to afford the title compound (391 mg, 81%) as a tan solid. 1H NMR (400 MHz, DMSO-d6): δ 10.76 (s, 1H), 9.13 (d, J=0.84 Hz, 1H), 8.49 (s, 1H), 8.25 (s, 1H), 7.21 (dd, J=11.28, 9.65 Hz, 1H), 6.76 (dd, J=9.87, 7.72 Hz, 1H), 5.18 (s, 2H), 2.49 (s, 3H), 2.15 (s, 3H); MS (ESI) m/z: 329.1 (M+H+).

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