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N-[(E)-3-(3-Methyl-4-oxo-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-n-propoxy-cinnamoyl]morpholine → N-{3-[3-(3-Methyl-4-oxo-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-n-propoxyphenyl]-propanoyl}morpholine

HRID 1532072
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HRID 1532072 반응식
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([C:12]3[CH:13]=[C:14]([CH:25]=[CH:26][C:27]=3[O:28][CH2:29][CH2:30][CH3:31])/[CH:15]=[CH:16]/[C:17]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[O:18])=[N:6][C:5]=2[N:4]([CH2:32][CH2:33][CH3:34])[N:3]=1>C(O)C.[Pd]>[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([C:12]3[CH:13]=[C:14]([CH2:15][CH2:16][C:17]([N:19]4[CH2:20][CH2:21][O:22][CH2:23][CH2:24]4)=[O:18])[CH:25]=[CH:26][C:27]=3[O:28][CH2:29][CH2:30][CH3:31])=[N:6][C:5]=2[N:4]([CH2:32][CH2:33][CH3:34])[N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 135532857N-[(E)-3-(3-Methyl-4-oxo-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-n-propoxy-cinnamoyl]morpholine

생성물 1

HCID 135453502N-{3-[3-(3-Methyl-4-oxo-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-n-propoxyphenyl]-propanoyl}morpholine수율 74%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of N-[(E)-3-(3-methyl-4-oxo-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-6-yl)-4-n-propoxycinnamoyl]morpholine (0.5 g, 0.0011 mol) in ethanol (30 ml) was stirred with 10% palladium on charcoal catalyst (0.05 g) under a hydrogen pressure of 50 p.s.i. (3.45 bar) at room temperature for 14 hours. The reaction mixture was filtered and solvent removed by evaporation under vacuum. Trituration of the residue with diethyl ether, followed by crystallisation from ethyl acetate-hexane, afforded the title compound as white crystals (0.37 g, 74%), m.p. 132-133° C. Found: C, 64.39; H, 7.26; N, 14.80. C25H33N5O4 requires C, 64.22; H, 7.11; N, 14.98%.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customsolvent removed by evaporation under vacuum
  3. customTrituration of the residue with diethyl ether, followed by crystallisation from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-b30fcd3774e14f878d48834b67695762
출처 데이터셋
uspto-grants-2001_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06200980B1

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