Реакция #67143

Уравнение реакции

N-(2-Chloro-5-{4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-[(4-methylphenyl)sulfonyl]-1H-indazol-6-yl}-3-pyridinyl)methanesulfonamide

(2R,6S)-2,6-dimethylmorpholine

→

title compound

Выход 27.6%

N-{2-Chloro-5-[4-(5-{[(2R,6S)-2,6-dimethyl-4-morpholinyl]methyl}-1,3,4-oxadiazol-2-yl)-1H-indazol-6-yl]-3-pyridinyl}methanesulfonamide

Выход 27.6%

Условия реакции

Обработка

1. 1
   ТемператураThe reaction was heated in the microwave for a further 20 mins
2. 2
   ДругоеThe (2R,6S)-2,6-dimethylmorpholine was removed
3. 3
   ДругоеThe solvent was removed
4. 4
   Другоеthe residue purified by Mass Directed Automated Preparative HPLC (Method B)
5. 5
   ДругоеThe desired product was not collected so the waste
6. 6
   Концентрированиеwas concentrated in vacuo
7. 7
   Другоеthe residue purified by Mass Directed Automated Preparative HPLC (Method B)

Методика

N-(2-Chloro-5-{4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-1-[(4-methylphenyl)sulfonyl]-1H-indazol-6-yl}-3-pyridinyl)methanesulfonamide (50 mg, 0.084 mmol) and (2R,6S)-2,6-dimethylmorpholine (0.5 ml, 0.084 mmol) were placed a vial and heated in a microwave at 90° C. for 15 mins. The reaction was heated in the microwave for a further 20 mins. The (2R,6S)-2,6-dimethylmorpholine was removed and the residue placed into isopropanol (3 ml) and 2M sodium hydroxide (1 ml) and the mixture stirred at room temperature for 3 h. The solvent was removed and the residue purified by Mass Directed Automated Preparative HPLC (Method B). The desired product was not collected so the waste was concentrated in vacuo and the residue purified by Mass Directed Automated Preparative HPLC (Method B) to give the title compound as white solid (12 mg).

Источник