Nitrogen → 2-[2-(2,5-Dimethyl-2H-pyrazol-3-ylamino)-5-isopropyl-pyridin-4-ylamino]-N-methyl-benzamide

HRID 1472564ノート

反応式

HRID 1472564 の反応式
[CH3:1][N:2]1[C:6]([NH:7][C:8]2[CH:13]=[C:12]([NH:14][C:15]3[CH:24]=[CH:23][CH:22]=[CH:21][C:16]=3[C:17]([NH:19][CH3:20])=[O:18])[C:11]([C:25]([CH3:27])=[CH2:26])=[CH:10][N:9]=2)=[CH:5][C:4]([CH3:28])=[N:3]1.N#N>C(O)C.O=[Pt]=O>[CH3:1][N:2]1[C:6]([NH:7][C:8]2[CH:13]=[C:12]([NH:14][C:15]3[CH:24]=[CH:23][CH:22]=[CH:21][C:16]=3[C:17]([NH:19][CH3:20])=[O:18])[C:11]([CH:25]([CH3:26])[CH3:27])=[CH:10][N:9]=2)=[CH:5][C:4]([CH3:28])=[N:3]1

参加物

5

反応物 2

HCID 947NitrogenHCID 462152722-[2-(2,5-Dimethyl-2H-pyrazol-3-ylamino)-5-isopropenyl-pyridin-4-ylamino]-N-methyl-benzamide

生成物 1

HCID 545889872-[2-(2,5-Dimethyl-2H-pyrazol-3-ylamino)-5-isopropyl-pyridin-4-ylamino]-N-methyl-benzamide収率 61.3%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 702Ethanol溶媒

実験手順

A solution of 2-[2-(2,5-dimethyl-2H-pyrazol-3-ylamino)-5-isopropenyl-pyridin-4-ylamino]-N-methyl-benzamide (0.13 g, 0.345 mmole, 1 eq) in ethanol (10 mL) was degassed with N2 and to this PtO2 (0.012 g, 0.052 mmole, 0.15 eq) was added. The resulting mixture was stirred at room temperature under H2 atmosphere with balloon pressure for 10 h. After completion of the reaction, it was filtered through a celite bed which was then washed with ethanol (10 mL). The filtrate was evaporated under reduced pressure to give a solid residue which was purified by washing with diethyl ether to give the title compound as a gray solid (80 mg, 61%). 1H-NMR (400 MHz, DMSO-d6): δ 1.24-1.26 (d, 6H, J=6.76 Hz), 2.05 (s, 3H), 2.75-2.76 (d, 3H, J=4.48 Hz), 2.89-3.10 (m, 1H), 3.53 (s, 3H), 5.96 (s, 1H), 6.67 (s, 1H), 6.85-7.10 (m, 1H), 7.40-7.50 (m, 2H), 7.65-7.67 (d, 1H, J=7.76 Hz), 7.86 (s, 1H), 8.36 (s, 1H), 8.60-8.70 (brs, 1H), 9.89 (s, 1H). LC-MS [M+H]+=379.2.

後処理

  1. additionwas added
  2. customAfter completion of the reaction, it
  3. filtrationwas filtered through a celite bed which
  4. washwas then washed with ethanol (10 mL)
  5. customThe filtrate was evaporated under reduced pressure
  6. customto give a solid residue which
  7. customwas purified
  8. washby washing with diethyl ether

出典と根拠

ORDレコード
ord-9a6da8b46d7249fdb07981c3c2f63e12
出典データセット
uspto-grants-2015_04
特許番号
US09012479B2

反応ノート

読み込み中…