Sodium Hydroxide → HCID 136331509、化合物

HRID 21928ノート

反応式

HRID 21928 の反応式
[OH-].[Na+].C([O:7][C:8](=[O:35])/[CH:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][CH3:20])=[C:13]([C:21]2[NH:22][C:23](=[O:34])[C:24]3[N:29]([CH3:30])[N:28]=[C:27]([CH2:31][CH2:32][CH3:33])[C:25]=3[N:26]=2)[CH:12]=1)(C)(C)C>CO>[CH3:30][N:29]1[C:24]2[C:23](=[O:34])[NH:22][C:21]([C:13]3[CH:12]=[C:11]([CH:16]=[CH:15][C:14]=3[O:17][CH2:18][CH2:19][CH3:20])/[CH:10]=[CH:9]/[C:8]([OH:35])=[O:7])=[N:26][C:25]=2[C:27]([CH2:31][CH2:32][CH3:33])=[N:28]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 136331508(E)-3-(1-Methyl-7-oxo-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-n-propoxycinnamic acid t-butyl ester

生成物 1

HCID 136331509HCID 136331509、化合物収率 77.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2N Aqueous sodium hydroxide solution (2.28 ml, 0.0046 mol) was added to a solution of (E)-3-(1-methyl-7-oxo-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-n-propoxycinnamic acid t-butyl ester (0.40 g, 0.00088 mol) in methanol (2.3 ml) and the mixture was heated under reflux for 18 hours. The methanol was removed by evaporation under vacuum, the residue dissolved in water (25 ml), and the solution extracted with ethyl acetate (4×15 ml). The aqueous layer was separated, acidified to pH 1 with hydrochloric acid, and then extracted with a mixture of methanol and ethyl acetate (3:97, 4×20 ml). The organic extracts were combined, dried (Na2SO4) and evaporated under vacuum, then the residue crystallised from ethyl acetate to give the title compound as a white solid (0.27 g, 77%), m.p. 229°-230° C. Found: C,63.64; H,5.98; N,14.14. C21H25N4O4 requires C,63.46; H,6.34; N,14.10%.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 18 hours
  3. customThe methanol was removed by evaporation under vacuum
  4. dissolutionthe residue dissolved in water (25 ml)
  5. extractionthe solution extracted with ethyl acetate (4×15 ml)
  6. customThe aqueous layer was separated
  7. extractionextracted with a mixture of methanol and ethyl acetate (3:97, 4×20 ml)
  8. dry with materialdried (Na2SO4)
  9. customevaporated under vacuum
  10. customthe residue crystallised from ethyl acetate

出典と根拠

ORDレコード
ord-cc41139547884ba282811d79cfacd214
出典データセット
uspto-grants-1995_06
特許番号
US05426107

反応ノート

読み込み中…