Ethanol → HCID 135834141、化合物

HRID 1017724ノート

反応式

HRID 1017724 の反応式
[CH:1]([C:3]1[C:8](OC)=[CH:7][CH:6]=[CH:5][C:4]=1[NH:11][C:12](=[O:18])OC(C)(C)C)=O.[NH:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[C:20]1[CH2:28]C(OCC)=O.N1CCCCC1.[CH2:40]([OH:42])C>>[NH:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[C:20]1[C:28]1[C:12](=[O:18])[NH:11][C:4]2[C:3]([CH:1]=1)=[CH:8][CH:7]=[CH:6][C:5]=2[O:42][CH3:40]

参加物

5

反応物 4

HCID 702EthanolHCID 8082PiperidineHCID 308071ethyl 2-(1H-1,3-benzodiazol-2-yl)acetateHCID 22897235HCID 22897235、化合物

生成物 1

HCID 135834141HCID 135834141、化合物

実験手順

A solution of tert-butyl 2-formyl-3-methoxyphenylcarbamate (13-1, 0.50 g, 1.9 mmol, 1 equiv, prepared by the formylation method utilized in the examples above), ethyl 1H-benzimidazol-2-ylacetate (0.39 g, 1.9 mmol, 1.0 equiv, prepared by the method of Rahmouni, M, Derdour, A., Bazureau, J., and Hamelin Tetrahedron Lett. 1994, 35, 4563-4564), and piperidine (0.090 mL, 0.91 mmol, 0.48 equiv) in ethanol (50 mL) was heated at reflux for 20 h. The reaction mixture was cooled and the precipitate which formed was filtered and air dried to give 3-(1H-benzimidazol-2-yl)-8-methoxy-2(1H)-quinolinone (13-2). 1H NMR (400 MHz, DMSO-d6) δ 12.59 (s, 1H), 12.43 (s, 1H), 9.25 (s, 1H), 7.71 (m, 1H), 7.66 (m, 1H), 7.55 (t, 1H, J=8.2 Hz), 7.20 (m, 2H), 7.03 (d, 1H, J=8.2 Hz), 6.85 (d, 1H, J=8.2 Hz).

後処理

  1. customprepared by the method of Rahmouni, M, Derdour
  2. temperatureat reflux for 20 h
  3. temperatureThe reaction mixture was cooled
  4. customthe precipitate which formed
  5. filtrationwas filtered
  6. customair dried

出典と根拠

ORDレコード
ord-9fc2e3f719dd4c25a1bd6ccf7b67a8fc
出典データセット
uspto-grants-2002_11
特許番号
US06479512B1

反応ノート

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