1-Methylpiperazine → (4-Methylpiperazin-1-yl){4-[(trimethylsilyl)ethynyl]phenyl}methanone

HRID 1403193

反応式

HRID 1403193 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[CH3:30][Si:31]([C:34]#[C:35][C:36]1[CH:44]=[CH:43][C:39]([C:40](O)=[O:41])=[CH:38][CH:37]=1)([CH3:33])[CH3:32]>C(Cl)Cl>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:40]([C:39]2[CH:43]=[CH:44][C:36]([C:35]#[C:34][Si:31]([CH3:30])([CH3:33])[CH3:32])=[CH:37][CH:38]=2)=[O:41])[CH2:4][CH2:3]1

参加物

6

反応物 4

HCID 531671-MethylpiperazineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 136281904-[(Trimethylsilyl)ethynyl]benzoic acid

生成物 1

HCID 71239568(4-Methylpiperazin-1-yl){4-[(trimethylsilyl)ethynyl]phenyl}methanone収率 93.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-Methylpiperazine (0.66 mL, 6.0 mmol), HOBt (0.84 g, 6.2 mmol) and EDCl (1.15 g, 6.0 mmol) were added to a solution of 4-[(trimethylsilyl)ethynyl]benzoic acid (1.0 g, 4.6 mmol) in dry DCM (45 mL). The mixture was stirred at room temperature for 4 h, washed with saturated aqueous sodium bicarbonate (30 mL), brine, dried over sodium sulphate, and evaporated. The crude was purified by flash chromatography on silica gel (DCM/MeOH 96/4) to afford the title compound (1.29 g, 93%).

後処理

  1. washwashed with saturated aqueous sodium bicarbonate (30 mL), brine
  2. dry with materialdried over sodium sulphate
  3. customevaporated
  4. customThe crude was purified by flash chromatography on silica gel (DCM/MeOH 96/4)

出典と根拠

ORDレコード
ord-dee5acb81e2e4641a78d4ca58c28f42c
出典データセット
uspto-grants-2014_12
特許番号
US08912200B2

関連ノート

読み込み中…