Sodium hydride → HCID 22123282, 화합물

HRID 1859201

반응식

HRID 1859201 반응식
[H-].[Na+].[CH3:3][N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([C:13]2[C:14](=[O:28])[O:15][C:16](=[O:27])[C:17]=2[C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[CH:5]1.Cl[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([CH2:37][Cl:38])[N:32]=1>CN(C)C=O>[Cl:38][CH2:37][C:33]1[N:32]=[C:31]([CH2:30][N:20]2[C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:18]([C:17]3[C:16](=[O:27])[O:15][C:14](=[O:28])[C:13]=3[C:6]3[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[N:4]([CH3:3])[CH:5]=3)=[CH:19]2)[CH:36]=[CH:35][CH:34]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 3166542,6-Bis(chloromethyl)pyridineHCID 14855714HCID 14855714, 화합물

생성물 1

HCID 22123282HCID 22123282, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Sodium hydride (60% dispersion in oil, 42 mg, 1.8 mmol), 3-(1-methyl-indol-3-yl)-4-(indol-3yl)-furan-2,5-dione (236 mg, 0.7 mmol) and dimethylformamide (8 mL) were stirred at room temperature for 1 h. The reaction mixture was cooled with ice and 2,6-bis-chloromethyl-pyridine (520 mg, 3.0 mmol) was added in one portion. Stirring was continued at room temperature for 65 h. The solvent was evaporated and the residue partitioned between ethyl acetate and water. The organic phase was washed with water, dried with MgSO4, filtered and evaporated. Chromatography (ethyl acetate/heptane:50/50) gave the title compound, which was not pure. Further purification by Kugelrohr distillation (oil pump, 150° C.) afforded 156 mg of the sub-title product.

후처리

  1. additionwas added in one portion
  2. customThe solvent was evaporated
  3. customthe residue partitioned between ethyl acetate and water
  4. washThe organic phase was washed with water
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-ba4fd500a14940a49b7e82ea7599e65e
출처 데이터셋
uspto-grants-2000_11
특허 번호
US06153641

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