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 2036119노트

반응식

HRID 2036119 반응식
[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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-96d7a5782c9d490ebbbd1d2574924b0f
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575167B2

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