1-(Thien-2-ylcarbonyl)piperazine → 1-Methyl-2-Oxo-4-[4-(Thiophen-2-Ylcarbonyl)piperazin-1-Yl]-1,2-Dihydroquinoline-3-Carbonitrile

HRID 346576

反応式

HRID 346576 の反応式
[N:1]1([C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]([CH3:25])[C:17](=[O:26])[C:16]=1[C:27]#[N:28]>C1(C)C=CC=CC=1>[CH3:25][N:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:15]([N:4]2[CH2:5][CH2:6][N:1]([C:7]([C:9]3[S:10][CH:11]=[CH:12][CH:13]=3)=[O:8])[CH2:2][CH2:3]2)=[C:16]([C:27]#[N:28])[C:17]1=[O:26]

参加物

4

反応物 2

HCID 7975621-(Thien-2-ylcarbonyl)piperazineHCID 27857484-Chloro-1-methyl-2-oxo-1,2-dihydroquinoline-3-carbonitrile

生成物 1

HCID 210819241-Methyl-2-Oxo-4-[4-(Thiophen-2-Ylcarbonyl)piperazin-1-Yl]-1,2-Dihydroquinoline-3-Carbonitrile収率 98%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
120 °C

実験手順

Piperazine-1-yl-thiophen-2-yl-methanone (600 mg, 3.06 mmol) was added to a solution of Compound 3 (319 mg, 1.46 mmol) in toluene (40 mL) and heated overnight at 120° C. The solvent was removed under vacuum. The residue was suspended in water, sonicated, and filtered to yield 540 mg (98%) of white solids. M.P. 247° C. 1H NMR (DMSO-d6): δ 3.58 (s, 3H), 3.63 (m, 4H), 3.92 (m, 4H), 7.16 (t, J=4.8 Hz, 1H), 7.33 (t, J=7.5 Hz, 1H), 7.48 (d, J=3.5 Hz, 1H), 7.59 (d, J=8.5 Hz, 1H), 7.75 (t, J=7.25, 2H), 7.79 (d, J=4.8 Hz, 1H) 7.92 (d, J=7.5 Hz, 1H). EIMS m/z 379 (M+1), 401 (M+23). Anal. (C20H18N4O2S) C, H, N.

後処理

  1. customThe solvent was removed under vacuum
  2. customsonicated
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-e8a83815c6a24df4bcc906fcea4d816f
出典データセット
uspto-grants-2007_02
特許番号
US07173036B2

関連ノート

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