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

HRID 1403193

반응식

HRID 1403193 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-dee5acb81e2e4641a78d4ca58c28f42c
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08912200B2

연결된 노트

불러오는 중…