Ethyl Bromide → HCID 13006214、化合物

HRID 891000

反応式

HRID 891000 の反応式
[Mg:1].Br[CH2:3][CH3:4].[NH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][N:12]=2)[CH:7]=[CH:6]1.[CH3:14][N:15]1[C:19](=[O:20])[C:18]([Br:21])=[C:17]([Br:22])[C:16]1=[O:23].[Cl-].[NH4+]>C1(C)C=CC=CC=1.ClCCl.O1CCCC1>[CH2:3]([Mg:1][Br:21])[CH3:4].[Br:22][C:17]1[C:16](=[O:23])[N:15]([CH3:14])[C:19](=[O:20])[C:18]=1[C:7]1[C:8]2[C:13](=[N:12][CH:11]=[CH:10][CH:9]=2)[NH:5][CH:6]=1

参加物

10

反応物 5

HCID 6332Ethyl BromideHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 181552,3-Dibromo-N-methylmaleimideHCID 25517Ammonium ChlorideHCID 5462224Magnesium

生成物 2

HCID 13006214HCID 13006214、化合物HCID 178418443HCID 178418443、化合物

試薬・触媒・溶媒 3

HCID 1140Toluene溶媒2 回HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of ethylmagnesium bromide is prepared, starting from magnesium (12.7 mmol) suspended in bromoethane (12.7 mmol) and dry tetrahydrofuran (5 ml). The solution is stirred at ambient temperature for 1 hour and then 7-azaindole (12.7 mmol), dissolved in 40 ml of anhydrous toluene, is added dropwise. After stirring at ambient temperature for 1 hour 30 minutes, a solution of N-methyl-2,3-dibromomaleimide (3.53 mmol) in 40 ml of anhydrous toluene is added dropwise. After 20 minutes, 60 ml of dry dichloromethane are added; the reaction mixture is then stirred at 40° C. for 75 hours and hydrolysed with saturated aqueous ammonium chloride solution. The organic product is extracted with ethyl acetate, and the organic phases are then combined, dried over magnesium sulphate and filtered. After evaporating off the solvent and purifying the residue by chromatography on silica gel (cyclohexane/ethyl acetate: 3/2), the expected product is isolated.

後処理

  1. additionis added dropwise
  2. stirringAfter stirring at ambient temperature for 1 hour 30 minutes
  3. waitAfter 20 minutes
  4. extractionThe organic product is extracted with ethyl acetate
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. customAfter evaporating off the solvent
  8. custompurifying the residue by chromatography on silica gel (cyclohexane/ethyl acetate: 3/2)

出典と根拠

ORDレコード
ord-f2c7b550815040e98b849e8a6a3f822c
出典データセット
uspto-grants-2006_02
特許番号
US07001906B2

関連ノート

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