Reaktion #72683

Reaktionsgleichung

N,N-bis(4-methoxybenzyl)-4-(4-methoxybenzylamino)-2-oxo-1,2-dihydroquinoline-3-carboxamide

→

crude final product

4-amino-2-oxo-1,2-dihydroquinoline-3-carboxamide

Lösungsmittel

TFA

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe TFA was removed under vacuum
2. 2
   workup.STIRRINGthe resultant solid was stirred in water overnight
3. 3
   Filtrationcollected by filtration

Vorschrift

N,N-bis(4-methoxybenzyl)-4-(4-methoxybenzylamino)-2-oxo-1,2-dihydroquinoline-3-carboxamide (Example 74a) (2.0 g, 3.55 mmol) was dissolved in TFA (15 mL) and the solution was stirred at room temperature for 6 hours. The TFA was removed under vacuum, and the resultant solid was stirred in water overnight, then collected by filtration to give 1.8 grams of crude final product. 1H NMR (400 MHz, DMSO-d6) δ7.18 (m, 2H), 7.25 (d, J=7.2 Hz, 1H), 7.56 (t, J=8.0 Hz, 1H), 8.09 (d, J=7.6 Hz, 2H), 9.83 (d, J=4.8 Hz, 1H), 10.85 (bs, 1H), 11.12 (s, 1H). MS 204 (MH+).

Quelle