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

HRID 31504노트

반응식

HRID 31504 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f0b7c2cc59ce426f84494f0baa0d2f1c
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425641B2

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