tert-butyl 5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydropyridine-1(2H)-carboxylate → Tert-butyl 3-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)piperidine-1-carboxylate

HRID 1972734노트

반응식

HRID 1972734 반응식
[NH2:1][C:2]1[C:7]2=[CH:8][CH:9]=[C:10]([C:11]3[CH2:12][CH2:13][CH2:14][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH:16]=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][CH:9]=[C:10]([CH:11]3[CH2:12][CH2:13][CH2:14][N:15]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:16]3)[N:6]2[N:5]=[CH:4][N:3]=1

참가 물질

4

반응물 1

HCID 58529940tert-butyl 5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydropyridine-1(2H)-carboxylate

생성물 1

HCID 58529279Tert-butyl 3-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)piperidine-1-carboxylate수율 76%

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 176Acetic Acid용매

실험 절차

To a dry flask purged with N2 was added platinum (IV) oxide (150 mg, 0.66 mmol) followed by tert-butyl 5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydropyridine-1(2H)-carboxylate (2.09 mg, 6.63 mmol) as a solution in acetic acid (60 mL). The mixture was stirred under an H2 atmosphere for 64 h. The mixture was filtered through a pad of Celite® rinsing with acetic acid and EtOH. The solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate (200 mL). The organic mixture was washed with saturated, aqueous NaHCO3 (200 mL) followed by brine, and was dried (Na2SO4) and concentrated to dryness to afford 1.60 g (76%) of the desired product. ES-MS m/z 318.22 [M+H]+, HPLC RT (min) 2.43.

후처리

  1. customTo a dry flask purged with N2
  2. filtrationThe mixture was filtered through a pad of Celite®
  3. washrinsing with acetic acid and EtOH
  4. customThe solvent was evaporated under reduced pressure
  5. dissolutionthe residue was dissolved in ethyl acetate (200 mL)
  6. washThe organic mixture was washed with saturated, aqueous NaHCO3 (200 mL)
  7. dry with materialwas dried (Na2SO4)
  8. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-37c014f8d8764e568973dc1773842f08
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431695B2

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