Sodium Carbonate → 2-[5-(N-hydroxy-carbamimidoyl)-2-benzyloxy-phenyl]-N-[3-methyl-4-(pyrrolidin-1-yl-carbonyl)-phenyl]-acetamide acetate

HRID 31504ノート

反応式

HRID 31504 の反応式
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[C:7]([CH2:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[O:20])=[C:15]([CH3:26])[CH:14]=2)=[O:11])[CH:8]=1)#[N:2].Cl.[NH2:36][OH:37].[C:38](=[O:41])([O-])[O-:39].[Cs+].[Cs+].[C:44](=O)([O-])[O-].[Na+].[Na+]>CO.O>[OH:37][NH:36][C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[C:7]([CH2:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[O:20])=[C:15]([CH3:26])[CH:14]=2)=[O:11])[CH:8]=1)=[NH:2].[C:38]([O-:39])(=[O:41])[CH3:44]

参加物

7

反応物 4

HCID 10340Sodium CarbonateHCID 10796Cesium carbonateHCID 443297Hydroxyamine hydrochlorideHCID 693109202-(5-cyano-2-benzyloxy-phenyl)-N-[3-methyl-4-(pyrrolidin-1-yl-carbonyl)-phenyl]-acetamide

生成物 1

HCID 1784758712-[5-(N-hydroxy-carbamimidoyl)-2-benzyloxy-phenyl]-N-[3-methyl-4-(pyrrolidin-1-yl-carbonyl)-phenyl]-acetamide acetate

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

1.1 g (2.5 mmol) of 2-(5-cyano-2-benzyloxy-phenyl)-N-[3-methyl-4-(pyrrolidin-1-yl-carbonyl)-phenyl]-acetamide are dissolved in 100 ml of methanol and combined with a solution of 300 mg (5 mmol) of hydroxylamine hydrochloride in 2.0 ml of water. After the addition of 800 mg (2.5 mmol) of caesium carbonate and 300 mg (3.0 mmol) of sodium carbonate the reaction mixture is refluxed for 6 hours. After cooling and the addition of 0.5 l of ice water the crude product obtained is suction filtered and purified on silica gel, eluting first with methylene chloride and methylene chloride/ethanol (19:1), then with methylene chloride/ethanol (9:1+1% glacial acetic acid and 4:1+1% glacial acetic acid). The uniform fractions are combined and concentrated by evaporation.

後処理

  1. temperatureis refluxed for 6 hours
  2. temperatureAfter cooling
  3. customobtained
  4. filtrationfiltered
  5. custompurified on silica gel
  6. washeluting first with methylene chloride and methylene chloride/ethanol (19:1)
  7. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-f0b7c2cc59ce426f84494f0baa0d2f1c
出典データセット
uspto-grants-2008_09
特許番号
US07425641B2

反応ノート

読み込み中…