Reaktion #492991

Reaktionsgleichung

TFA

tert-butyl 3-(imidazo[1,2-a]pyridine-3-carboxamido)-4-methylphenylcarbamate

→

N-(5-amino-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide

Lösungsmittel

Me2S

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter 2 hours the solution was evaporated
2. 2
   Sonstigepartitioned with dichloromethane and saturated NaHCO3
3. 3
   ExtraktionThe aqueous layer was extracted several times with dichloromethane
4. 4
   Trocknenthe combined organic layers were dried over Na2SO4

Vorschrift

TFA (50 mL) was added to a stirred suspension of tert-butyl 3-(imidazo[1,2-a]pyridine-3-carboxamido)-4-methylphenylcarbamate (66) in Me2S (5 mL) and dichloromethane (10 mL). After 2 hours the solution was evaporated and partitioned with dichloromethane and saturated NaHCO3. The aqueous layer was extracted several times with dichloromethane and the combined organic layers were dried over Na2SO4. N-(5-amino-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (67) was isolated and used without further purification. 1H NMR (400 MHz, CDCl3) δ 9.44 (d, J=6.8 Hz, 1H), 8.05 (s, 1H), 7.67 (d, J=8.8 Hz, 1H), 7.38-7.33 (m, 2H), 6.98-6.94 (m, 2H), 2.19 (s, 3H). MS m/z 267.1 (M+1)+.

Quelle