Benzyl Bromide → 4-Methyl-7-(phenylmethyl)-4,7-diazaspiro[2.5]octane-5,8-dione

HRID 1366574ノート

反応式

HRID 1366574 の反応式
[H-].[Na+].[CH3:3][N:4]1[C:11](=[O:12])[CH2:10][NH:9][C:8](=[O:13])[C:5]21[CH2:7][CH2:6]2.[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CN(C=O)C.O>[CH3:3][N:4]1[C:11](=[O:12])[CH2:10][N:9]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:8](=[O:13])[C:5]21[CH2:7][CH2:6]2

参加物

6

反応物 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 669363934-Methyl-4,7-diazaspiro[2.5]octane-5,8-dione

生成物 1

HCID 669362214-Methyl-7-(phenylmethyl)-4,7-diazaspiro[2.5]octane-5,8-dione収率 54.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

Sodium hydride (302 mg, 12.62 mmol) was taken up in DMF (10 mL) and cooled to 0° C. for 30 min. Then a mixture 4-methyl-4,7-diazaspiro[2.5]octane-5,8-dione (1.769 g, 11.47 mmol) in DMF (5 mL) was slowly added over 10 min. This mixture was allowed to stir for 45 min, and then benzyl bromide (4.08 mL, 34.41 mmol) was added, and the reaction was stirred for 45 min further. The mixture was carefully diluted with water (10 mL) and concentrated in vacuo. The resulting crude product was purified via reverse phase HPLC to provide 4-methyl-7-(phenylmethyl)-4,7-diazaspiro[2.5]octane-5,8-dione (1.535 g, 54%). LCMS: (M+H)+: 245.1.

後処理

  1. stirringthe reaction was stirred for 45 min further
  2. concentrationconcentrated in vacuo
  3. customThe resulting crude product was purified via reverse phase HPLC

出典と根拠

ORDレコード
ord-3774748bdb24401f94a189838d9348ac
出典データセット
uspto-grants-2011_02
特許番号
US07893056B2

反応ノート

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