Potassium Carbonate → HCID 46916504、化合物

HRID 2045939ノート

反応式

HRID 2045939 の反応式
Br[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[CH:21]=[N:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)[CH:7]=1)=[O:4].C(=O)([O-])[O-].[K+].[K+].[N:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]2)=[CH:30][CH:29]=1>C(#N)C>[N:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:35][CH2:36][N:37]([CH2:2][C:3]([NH:5][C:6]3[CH:11]=[CH:10][CH:9]=[C:8]([C:12]4[CH:21]=[N:20][C:19]5[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=5)[N:13]=4)[CH:7]=3)=[O:4])[CH2:38][CH2:39]2)=[CH:30][CH:29]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 705171-(4-Pyridyl)piperazineHCID 46916455HCID 46916455、化合物

生成物 1

HCID 46916504HCID 46916504、化合物収率 24.2%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 2-bromo-N-(3-(quinoxalin-2-yl)phenyl)acetamide (100 mg, 0.292 mmol), potassium carbonate (51 mg, 0.365 mmol) and 1-(4-pyridyl)-piperazine (50 mg, 0.307 mmol) in acetonitrile (5 mL) was heated at reflux for 15 min. The solvent was evaporated in vacuo and the crude reaction mixture was purified by preparative LCMS to afford 2-(4-(pyridin-4-yl)piperazin-1-yl)-N-(3-(quinoxalin-2-yl)phenyl)acetamide (30 mg, 24% yield). LCMS calculated for C25H24N6O (M+H): 425.50. found 425.44. 1H-NMR (DMSO-d6, 400 Mhz) δH: 10.04 (1H, br.), 9.52 (1H, s), 8.58 (1H, m), 8.15-8.10 (4H, m), 8.05-8.08 (1H, m), 7.82-7.95 (3H, m), 7.55-7.60 (1H, m), 6.85 (2H, m), 3.45 (4H, m), 3.25 (2H, s), 2.72 (4H, m).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 15 min
  3. customThe solvent was evaporated in vacuo
  4. customthe crude reaction mixture
  5. customwas purified by preparative LCMS

出典と根拠

ORDレコード
ord-a0fc12bdfc3440ac9486089975c2c738
出典データセット
uspto-grants-2013_11
特許番号
US08592415B2

反応ノート

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