Ethyl Acetate → 2-[4-(1-Benzothien-2-ylmethyl)-1-piperazinyl]benzonitrile

HRID 2377674

反応式

HRID 2377674 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10]O.CS(OS(C)(=O)=O)(=O)=O.CC(=O)OCC.[N:27]1([C:33]2[CH:40]=[CH:39][CH:38]=[CH:37][C:34]=2[C:35]#[N:36])[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>C(Cl)Cl>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][N:30]1[CH2:29][CH2:28][N:27]([C:33]2[CH:40]=[CH:39][CH:38]=[CH:37][C:34]=2[C:35]#[N:36])[CH2:32][CH2:31]1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 81560Methanesulfonic anhydrideHCID 2735875N-(2-Cyanophenyl)piperazineHCID 27763352-(Hydroxymethyl)benzo[b]thiophene

生成物 1

HCID 99969482-[4-(1-Benzothien-2-ylmethyl)-1-piperazinyl]benzonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The product from Example 8A (150 mg 0.9 mmol), methane sulfonic anhydride (159 mg, 0.9 mmol), and D1 EA (475 μL 2.7 mmol) were combined. After stirring, 2-(1-piperazinyl)benzonitrile (181 mg, 1.0 mmol) in 2 ml DCM was also combined and stirred at room temperature for 18 hours. The mixture was concentrated and the residue was taken up in hot methanol. The methanol was filtered and the filter cake washed with cold methanol to provide the title compound. 1H NMR (300 MHz, CDCl3) δ 2.69 (m, 4H) 3.04 (s, 4H) 3.76 (m, 4H) 3.86 (s, 1H) 6.74 (m, 2H) 7.29 (m, 3H) 7.75 (m, 1H); (ESI) m/z 334 (M+H)+.

後処理

  1. stirringstirred at room temperature for 18 hours
  2. concentrationThe mixture was concentrated
  3. filtrationThe methanol was filtered
  4. washthe filter cake washed with cold methanol

出典と根拠

ORDレコード
ord-c9a658dc3dd743c4a7da7ed15e88db60
出典データセット
uspto-grants-2008_12
特許番号
US07470691B2

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