반응식
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.Cl[CH2:10][C:11]1[O:15][C:14]([C:16]2[CH:24]=[C:23]([C:25]3[CH:33]=[CH:32][CH:31]=[C:30]4[C:26]=3[CH:27]=[CH:28][NH:29]4)[CH:22]=[C:21]3[C:17]=2[CH:18]=[N:19][N:20]3S(C2C=CC=CC=2)(=O)=O)=[N:13][N:12]=1.C(N(CC)C(C)C)(C)C.[I-].[Na+].[OH-].[Na+]>C(#N)C.C(O)(C)C>[CH3:8][C@H:6]1[O:7][C@@H:2]([CH3:1])[CH2:3][N:4]([CH2:10][C:11]2[O:15][C:14]([C:16]3[CH:24]=[C:23]([C:25]4[CH:33]=[CH:32][CH:31]=[C:30]5[C:26]=4[CH:27]=[CH:28][NH:29]5)[CH:22]=[C:21]4[C:17]=3[CH:18]=[N:19][NH:20]4)=[N:13][N:12]=2)[CH2:5]1참가 물질
반응물 5
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- 70 °C
실험 절차
(2R,6S)-2,6-Dimethylmorpholine (12.57 mg, 0.11 mmol) and 4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole (51 mg, 0.104 mmol) were dissolved in acetonitrile (0.5 ml) and N,N-diisopropylethylamine (0.0262 ml, 0.15 mmol) was added, followed by sodium iodide (14.99 mg, 0.1 mmol). The solution was stirred at 70° C. for 18 h and blown to dryness under a stream of nitrogen. Isopropanol (0.5 ml) was added followed by 2M sodium hydroxide (0.5 ml) and stirred for 18 h when the mixture was neutralised and the solvent removed under a stream of nitrogen. The crude product was dissolved in dimethylsulphoxide (0.5 ml) and purified by Mass Directed Automated Preparative HPLC (Method F) and the solvent was evaporated in vacuo using Genevac to give the title compound (4 mg).
후처리
- stirringstirred for 18 h when the mixture
- customthe solvent removed under a stream of nitrogen
- dissolutionThe crude product was dissolved in dimethylsulphoxide (0.5 ml)
- custompurified by Mass Directed Automated Preparative HPLC (Method F)
- customthe solvent was evaporated in vacuo
출처 및 근거
- ORD 기록
- ord-c756c05db4ff44339989f36d54ca88a2
- 출처 데이터셋
- uspto-grants-2013_09
- 특허 번호
- US08524751B2
연결된 노트
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