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tert-butyl 4-(4-amino-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate → Tert-butyl 4-(4-amino-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-7-yl)piperidine-1-carboxylate

HRID 1615468
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HRID 1615468 반응식
[NH2:1][C:2]1[C:7]2=[CH:8][C:9]([CH2:24][CH2:25][CH2:26][N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[C:10]([C:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH:12]=3)[N:6]2[N:5]=[CH:4][N:3]=1>C([O-])(=O)C.[Pt](=O)=O>[NH2:1][C:2]1[C:7]2=[CH:8][C:9]([CH2:24][CH2:25][CH2:26][N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]3)[N:6]2[N:5]=[CH:4][N:3]=1
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참가 물질

4

반응물 1

HCID 66601711tert-butyl 4-(4-amino-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-7-yl)-5,6-dihydropyridine-1(2H)-carboxylate

생성물 1

HCID 66614420Tert-butyl 4-(4-amino-6-(3-(pyrrolidin-1-yl)propyl)pyrrolo[2,1-f][1,2,4]triazin-7-yl)piperidine-1-carboxylate수율 100.1%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 175Acetate용매

실험 절차

In a pressure reactor (50 mL), a mixture of the compound (132 mg, 0.31 mmol) prepared in Example 17 and platinum (IV) oxide in acetyl hydroxide (10 mL) was stirred under hydrogen atmosphere (3 atm). At 6 hours, the mixture was filtered through celite, eluting with acetyl hydroxide. The solvent was removed in vacuo. The resulting material extracted with DCM/sodium bicarbonate aqueous solution. The organic layers were dried over sodium sulfate, filtered and the solvent removed in vacuum to obtain the title compound (133 mg) having the following physical data.

후처리

  1. filtrationthe mixture was filtered through celite
  2. washeluting with acetyl hydroxide
  3. customThe solvent was removed in vacuo
  4. extractionThe resulting material extracted with DCM/sodium bicarbonate aqueous solution
  5. dry with materialThe organic layers were dried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent removed in vacuum

출처 및 근거

ORD 기록
ord-0e9a2bccad184a8e878e419f8f6f8ad1
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765754B2

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