반응 #2189976

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(2-Methyl-4,5-dihydro-thiazolo[4,5-h]quinazolin-8-yl)-phenyl-amine

DDQ

→

title product

수율 43.0%

(2-Methyl-thiazolo[4,5-h]quinazolin-8-yl)-phenyl-amine

수율 43.0%

용매

EtOAc

toluene

반응 조건

후처리

1. 1
   온도under reflux for 16 h
2. 2
   여과filtered
3. 3
   농축concentrated under vacuum
4. 4
   기타Purification of the residue by flash column chromatography (20% EtOAc:hexane)

실험 절차

(2-Methyl-4,5-dihydro-thiazolo[4,5-h]quinazolin-8-yl)-phenyl-amine (52 mg, 0.18 mmol) and DDQ (48 mg, 0.21 mmol) in toluene (10 mL) were heated under reflux for 16 h using anhydrous conditions. The reaction mixture was diluted with EtOAc, filtered, and concentrated under vacuum. Purification of the residue by flash column chromatography (20% EtOAc:hexane) afforded the title product as a yellow solid (22 mg, 43%): mp 216° C. (dec). Anal. RP-HPLC: tR 15.1 min (0-60% MeCN, purity 100%). 1H-NMR (DMSO-d6): δ 10.11 (s, 1H, NH), 9.38 (s, 1H, Py-H), 7.98 (d, 2H, J 7.7, Ph-H), 7.93 (d, 1H, J 8.7, CH), 7.84 (d, 1H, J 8.7, CH), 7.36 (t, 2H, J7.7, Ph-H), 7.02 (t, 1H, J 7.7, Ph-H), 2.91 (s, 3H, CH3). MS (ESI+): m/z 293.07 (M+H)+.

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