Sodium Hydroxide → HCID 136331509, 화합물

HRID 327044노트

반응식

HRID 327044 반응식
[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

참가 물질

4

반응물 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

생성물 1

HCID 136331509HCID 136331509, 화합물수율 77.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-019cd8c9e84a4228b5cf688eb000a662
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05272147

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