Reaktion #48931

Reaktionsgleichung

dimethylamine

8-(4-bromobutoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one

→

4-(3,5-dichloropyridin-4-ylamino)-8-(4-(dimethylamino)butoxy)-7-methoxy-2H-chromen-2-one

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe reaction was concentrated
2. 2
   Sonstigepurified by reverse-phase HPLC (1:4→3:2; acetonitrile:water)

Vorschrift

A solution of dimethylamine (3 mL, 2M THF, 6 mmol) was added to a solution of 8-(4-bromobutoxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one (293 mg, 0.6 mmol, Example 25) and DMSO (6 mL). After 1 h, the reaction was concentrated and purified by reverse-phase HPLC (1:4→3:2; acetonitrile:water) to give 4-(3,5-dichloropyridin-4-ylamino)-8-(4-(dimethylamino)butoxy)-7-methoxy-2H-chromen-2-one: 1H NMR (400 MHz, DMSO-d6): δ 9.53 (br s, 1H), 8.58 (s, 2H), 7.87 (d, 1H), 7.07 (d, 1H), 4.22 (br s, 1H), 3.99 (t, 2H), 3.90 (s, 3H), 2.76 (br, 2H), 2.47 (s, 6H), 1.85-1.65 (m, 4H); MS (ESI): 451.9.

Quelle