Methanol → Methyl 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoate

HRID 1417076ノート

反応式

HRID 1417076 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:19]3[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=3)[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[Na].[OH-].[Na+].[CH3:31]O>Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([C:19]3[CH:27]=[CH:26][C:22]([C:23]([O:25][CH3:31])=[O:24])=[CH:21][CH:20]=3)[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 887MethanolHCID 14798Sodium HydroxideHCID 5360545SodiumHCID 110574684-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acid

生成物 1

HCID 10133915Methyl 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]-benzoate

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid触媒

実験手順

A mixture containing 4-[4-(4-fluorophenyl)-5-(4-pyridyl)-1H-imidazol-2-yl]benzoic acid, sodium salt (0.20 g, 0.5 mmol) [See Ex. 9 above] and concentrated HCl (10 drops) in MeOH (5 mL) was heated at reflux for 8 h. After cooling, the pH was adjusted to neutral by the addition of 2.5N NaOH, and the solid which formed was collected by filtration, washed with H2O and dried in vacuo. The title compound was obtained as a yellow solid (0.14 g, 76%) and was recrystallized from EtOAc/CH2Cl2 : 1H NMR (CDCl3 /MeOH-d4): d 8.36 (d, 2H); 8.03 (m, 4H); 7.60-7.30 (m, 4H); 7.07 (t, 2H); 3.84 (s,3H).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 8 h
  3. temperatureAfter cooling
  4. customthe solid which formed
  5. filtrationwas collected by filtration
  6. washwashed with H2O
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-dd66635d8885448093751f9754bddf60
出典データセット
uspto-grants-1999_06
特許番号
US05916891

反応ノート

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