反応式
[C:1]([C:7]1[C:15]2[C:10](=[N:11][CH:12]=[C:13]([NH:16][C:17]3[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=3)[N:14]=2)[N:9]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[CH:8]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[CH3:33][S:34]([CH2:37][C:38]#[N:39])(=[O:36])=[O:35].C(O)(=O)C.N1CCCCC1>C(O)C>[CH3:33][S:34]([C:37](=[CH:21][C:20]1[CH:19]=[CH:18][C:17]([NH:16][C:13]2[N:14]=[C:15]3[C:7]([C:1](=[O:6])[C:2]([CH3:5])([CH3:3])[CH3:4])=[CH:8][N:9]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:30])([CH3:32])[CH3:31])[C:10]3=[N:11][CH:12]=2)=[CH:24][CH:23]=1)[C:38]#[N:39])(=[O:36])=[O:35]参加物
反応物 3
生成物 1
試薬・触媒・溶媒 1
実験手順
To a 10 ml seal tube, 4-(7-pivaloyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)benzaldehyde (0.1 g, 0.00022 mol) and 2-(methylsulfonyl)acetonitrile (0.105 g, 0.00088 mol) were taken in ethanol (5 ml). Piperidine acetate (3.3 M solution in water) (1.0 ml) was added dropwise at RT. After completion of the addition, reaction mixture was refluxed for 24 hr. After completion of the reaction, ethanol was distilled out to obtain crude product. The crude product was purified by column chromatography using 30% ethyl acetate in hexanes to yield 0.078 g of 2-(methylsulfonyl)-3-(4-(7-pivaloyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)phenyl)acrylonitrile which was converted to the title compound as described above.
後処理
- customTo a 10 ml seal tube
- additionAfter completion of the addition, reaction mixture
- temperaturewas refluxed for 24 hr
- distillationwas distilled out
- customto obtain crude product
- customThe crude product was purified by column chromatography
出典と根拠
- ORDレコード
- ord-8c08021df77140a7849b74eb81e1735e
- 出典データセット
- uspto-grants-2015_11
- 特許番号
- US09187487B2
関連ノート
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