Ethyl Acetate → 2-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine

HRID 2223873ノート

反応式

HRID 2223873 の反応式
Br[C:2]1[CH:7]=[C:6](C)[CH:5]=[CH:4][N:3]=1.[NH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12][CH2:11]1.[C:23](OCC)(=O)C.C(=O)(O)[O-].[Na+]>O>[CH2:16]([N:13]1[CH2:14][CH2:15][CH:10]([NH:9][C:2]2[CH:7]=[CH:6][C:5]([CH3:23])=[CH:4][N:3]=2)[CH2:11][CH2:12]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 4158521-Benzyl-4-piperidylamineHCID 516892Sodium BicarbonateHCID 27340872-Bromo-4-methylpyridine

生成物 1

HCID 230211122-(1-Benzylpiperidin-4-ylamino)-5-methylpyridine

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
180 °C

実験手順

To 2-bromo-4-methylpyridine (15.5 g) was added 4-amino-1-benzylpiperidine (68.5 g). The resulting solution was stirred at 180° C. for 9 hours and then at 150° C. for 6 hours. Ethyl acetate and water were then added to the solution followed by addition of saturated aqueous sodium bicarbonate solution. After separating liquid layers, the organic layer was washed with water and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by chromatography [silica gel, ethyl acetate-methanol-aqueous ammonia (90:10:0.1)] to give the title compound (11.5 g).

後処理

  1. waitat 150° C. for 6 hours
  2. customAfter separating liquid layers
  3. washthe organic layer was washed with water and saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by chromatography [silica gel, ethyl acetate-methanol-aqueous ammonia (90:10:0.1)]

出典と根拠

ORDレコード
ord-d660c6c007a742718f1d7d9b80c272a8
出典データセット
uspto-grants-2008_05
特許番号
US07375115B2

反応ノート

読み込み中…