Reaktion #48944

Reaktionsgleichung

Lithium hydroxide

ethyl 4-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)butanoate

Ethyl 4-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)butanoate

MeOH

→

4-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)butanoic acid

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched with 1N HCl (20 mL)
2. 2
   Extraktionextracted with EtOAc (30 mL×2)
3. 3
   ExtraktionThe organic extract
4. 4
   Sonstigewas dried
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated

Vorschrift

Lithium hydroxide (0.5 mL, IM, 0.5 mmol) was added to a solution of ethyl 4-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)butanoate (12 mg, 0.026 mmol, Example 36), MeOH (0.5 mL), and THF (1.5 mL). The mixture was stirred 4 h, quenched with 1N HCl (20 mL), and extracted with EtOAc (30 mL×2). The organic extract was dried, filtered, and concentrated to give 4-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)butanoic acid: 1H NMR (400 MHz, DMSO-d6): δ 9.52 (s, 1H), 8.81 (s, 2H), 7.94 (d, 1H), 7.20 (d, 1H), 4.64 (s, 1H), 4.00 (t, 2H), 3.91 (s, 3H), 2.46 (t, 2H), 1.88 (m, 2H); MS (ESI): 438.9.

Quelle