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 1972734ノート

反応式

HRID 1972734 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-37c014f8d8764e568973dc1773842f08
出典データセット
uspto-grants-2013_04
特許番号
US08431695B2

反応ノート

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