Methyl iodide → 1-methyl-1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3'-pyrrolidin]-2(1H)-one

HRID 2036119ノート

反応式

HRID 2036119 の反応式
[CH3:1][C:2]1[N:6]=[C:5]([C:7]2[N:12]=[N:11][C:10]([N:13]3[CH2:17][CH2:16][C:15]4([C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[NH:19][C:18]4=[O:26])[CH2:14]3)=[CH:9][CH:8]=2)[O:4][N:3]=1.[H-].[Na+].I[CH3:30]>CN(C)C=O>[CH3:30][N:19]1[C:20]2[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:15]2([CH2:16][CH2:17][N:13]([C:10]3[N:11]=[N:12][C:7]([C:5]4[O:4][N:3]=[C:2]([CH3:1])[N:6]=4)=[CH:8][CH:9]=3)[CH2:14]2)[C:18]1=[O:26]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 685546001'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3'-pyrrolidin]-2(1H)-one

生成物 1

HCID 250010001-methyl-1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3'-pyrrolidin]-2(1H)-one収率 64%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1′-[6-(3-Methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[indole-3,3′-pyrrolidin]-2(1H)-one (300 mg) obtained in Example 158 was dissolved in N,N-dimethylformamide (10 mL), sodium hydride (60 w %, 35 mg) was added, and the mixture was stirred at room temperature for 30 min. Iodomethane (0.054 mL) was added, and the mixture was further stirred at room temperature for 3 hr. The reaction was quenched with saturated aqueous ammonium chloride solution, and water (20 mL) was added. The resulting precipitate was collected by filtration to give the object product (198 mg, 64%).

後処理

  1. stirringthe mixture was further stirred at room temperature for 3 hr
  2. customThe reaction was quenched with saturated aqueous ammonium chloride solution, and water (20 mL)
  3. additionwas added
  4. filtrationThe resulting precipitate was collected by filtration

出典と根拠

ORDレコード
ord-96d7a5782c9d490ebbbd1d2574924b0f
出典データセット
uspto-grants-2013_11
特許番号
US08575167B2

反応ノート

読み込み中…