Acetic Acid → (+/-)-(5-Amino-2,4,6,7-tetramethyldihydrobenzofuran-2-yl)-[4-(4-imidazol-1-ylphenyl)-piperazin-1-yl]carboxamide

HRID 1987760ノート

反応式

HRID 1987760 の反応式
[N+:1]([C:4]1[CH:33]([CH3:34])[CH:8]2[CH2:9][C:10]([NH:13][C:14]([N:16]3[CH2:21][CH2:20][N:19]([C:22]4[CH:27]=[CH:26][C:25]([N:28]5[CH:32]=[CH:31][N:30]=[CH:29]5)=[CH:24][CH:23]=4)[CH2:18][CH2:17]3)=[O:15])([CH3:12])[O:11][C:7]2=[C:6]([CH3:35])[C:5]=1[CH3:36])([O-])=O.C(O)C.C(O)(=O)C.[OH-].[Na+]>[C].[Pd].O>[NH2:1][C:4]1[CH:33]([CH3:34])[CH:8]2[CH2:9][C:10]([NH:13][C:14]([N:16]3[CH2:17][CH2:18][N:19]([C:22]4[CH:27]=[CH:26][C:25]([N:28]5[CH:32]=[CH:31][N:30]=[CH:29]5)=[CH:24][CH:23]=4)[CH2:20][CH2:21]3)=[O:15])([CH3:12])[O:11][C:7]2=[C:6]([CH3:35])[C:5]=1[CH3:36]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 68849562(+/-)-(5-Nitro-2,4,6,7-tetramethyldihydrobenzofuran-2-yl)-[4-(4-imidazol-1-ylphenyl)-piperazin-1-yl]carboxamide

生成物 1

HCID 68848816(+/-)-(5-Amino-2,4,6,7-tetramethyldihydrobenzofuran-2-yl)-[4-(4-imidazol-1-ylphenyl)-piperazin-1-yl]carboxamide収率 67.8%

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒HCID 962Water溶媒

実験手順

In an autoclave, 0.88 g of (±)-(5-nitro-2,4,6,7-tetramethyldihydrobenzofuran-2-yl)-[4-(4-imidazol-1-ylphenyl)-piperazin-1-yl]carboxamide and 0.5 g of 10% palladium carbon, 10 ml of ethanol and 5 ml of acetic acid were added, followed by stirring overnight under a hydrogen pressure of 10 kg/cm2. The reaction solution was poured into water, neutralized with a 1N sodium hydroxide solution and then extracted with chloroform. The organic layer was washed with saturated saline and then dried over anhydrous magnesium sulfate. After removing magnesium sulfate by filtration and concentrating under reduced pressure, the residue was subjected to silica gel column chromatography (chloroform:methanol=10:1) to obtain 0.56 g of the objective product (melting point: 189-191° C.).

後処理

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with saturated saline
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customAfter removing magnesium sulfate
  5. filtrationby filtration
  6. concentrationconcentrating under reduced pressure

出典と根拠

ORDレコード
ord-1718f495fa0847cea0b200c08883da3b
出典データセット
uspto-grants-2009_06
特許番号
US07553837B2

反応ノート

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