Acetic Acid → HCID 58998518、化合物

HRID 1592998ノート

反応式

HRID 1592998 の反応式
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3[CH:19]=[CH:20][C:21]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:22][C:17]=3[N:16]=[CH:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.C(O)(=O)C>CO.[Pd]>[CH3:26][S:23]([C:21]1[CH:20]=[CH:19][C:18]2[N:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:15]=[N:16][C:17]=2[CH:22]=1)(=[O:25])=[O:24]

参加物

5

反応物 2

HCID 176Acetic AcidHCID 687092041-(1-benzylpiperidin-4-yl)-5-methylsulphonyl-1H-benzimidazole

生成物 1

HCID 58998518HCID 58998518、化合物収率 793.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

The crude material from step 3 (10 g) was dissolved in 1 litre of methanol in a pressure vessel, 20 g of moist 10% Pd/C catalyst and 100 mL acetic acid were added and stirred under an atmosphere of hydrogen at 5 bar and 50° C. for 8 hours. The reaction was cooled, filtered and evaporated. The residue was dissolved in water and basified with sodium hydroxide solution, extracted into dichloromethane, dried and evaporated. The brown solid was triturated with isopropanol, filtered, and washed with ether to give the title compound (60 g) as a pale grey solid; NMR: 2.00(m, 4H), 2.75(m, 2H), 3.15(m, 2H), 3.20(s, 3H), 4.60(m, 1H), 7.78 (dd, 1H), 7.85(d, 1H), 8.20(d, 1H), 8.56(s, 1H).

後処理

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. customevaporated
  4. dissolutionThe residue was dissolved in water
  5. extractionextracted into dichloromethane
  6. customdried
  7. customevaporated
  8. customThe brown solid was triturated with isopropanol
  9. filtrationfiltered
  10. washwashed with ether

出典と根拠

ORDレコード
ord-80071eab113847ed91e78c28a618e3aa
出典データセット
uspto-grants-2007_11
特許番号
US07294636B2

反応ノート

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