Methyl iodide → 1-(4-Benzylpiperazin-1-yl)-3-methyltetrahydropyrimidin-2(1H)-one

HRID 20232ノート

反応式

HRID 20232 の反応式
C[Si]([N-][Si](C)(C)C)(C)C.[Li+].[CH2:11]([N:18]1[CH2:23][CH2:22][N:21]([N:24]2[CH2:29][CH2:28][CH2:27][NH:26][C:25]2=[O:30])[CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH3:31]I>C1COCC1>[CH2:11]([N:18]1[CH2:23][CH2:22][N:21]([N:24]2[CH2:29][CH2:28][CH2:27][N:26]([CH3:31])[C:25]2=[O:30])[CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 2733832Lithium HexamethyldisilazideHCID 672325181-(4-Benzylpiperazin-1-yl)tetrahydropyrimidin-2(1H)-one

生成物 1

HCID 684188291-(4-Benzylpiperazin-1-yl)-3-methyltetrahydropyrimidin-2(1H)-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium bis(trimethylsilyl)amide (1M THF solution; 1.5 mL) was added to a solution of 1-(4-benzylpiperazin-1-yl)tetrahydropyrimidin-2(1H)-one (0.27 g) obtained in Example 25a) in THF (10 mL) at 0° C., and the mixture was stirred at room temperature for one hour. Methyl iodide (0.09 mL) was added thereto, and the mixture was stirred at room temperature for 15 hours. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with an aqueous sodium bicarbonate solution, and extracted with dichloromethane. The extract was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound (0.30 g, quantitative) as a brown oil.

後処理

  1. stirringthe mixture was stirred at room temperature for 15 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionthe residue was diluted with an aqueous sodium bicarbonate solution
  4. extractionextracted with dichloromethane
  5. dry with materialThe extract was dried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-576aec26067c4544b215ef8f9df8c15b
出典データセット
uspto-grants-2010_06
特許番号
US07745623B2

反応ノート

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