1-benzyl-N-methylpiperidin-4-amine → U 99363

HRID 368875

反応式

HRID 368875 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH3:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:17]1[C:22]([O:23][CH2:24][CH3:25])=[CH:21][CH:20]=[CH:19][N:18]=1>ClCCl>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH3:15])[C:17]2[C:22]([O:23][CH2:24][CH3:25])=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 41361281-benzyl-N-methylpiperidin-4-amineHCID 106319262-BROMO-3-ETHOXYPYRIDINE

生成物 1

HCID 133107U 99363

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of N-(1-benzylpiperidin-4-yl)-N-methylamine (XXVII, 4.80 g) and 2-bromo-3-ethoxypyridine (XXVIIIa, 2.3805 g) is placed in a metal, screw cap reaction vessel using dichloromethane as the transfer solvent. Reduced pressure is applied to the vessel with heating at 50° to 60° for 45 min to remove dichloromethane. The vessel is then sealed and heated at 160 to 165° for 2 days. After cooling, the resulting solids are dissolved in dichloromethane and washed with water and saline. The organic phases are dried over magnesium sulfate and concentrated under reduced pressure to give the product, which is chromatographed (silica gel; eluting with ethyl acetate/hexane (30/70) followed by ethyl acetate/hexane (50/50)), to give N-(1-benzylpiperidin-4-yl)-N-(3-ethoxypyridin-2-yl)-methylamine (XXVIII, Chart G); MS (m/z) 325; IR (neat) 1462, 1211, 1481, 1589 and 1450 cm-1.

後処理

  1. customcap
  2. customreaction vessel
  3. temperaturewith heating at 50° to 60° for 45 min
  4. customto remove dichloromethane
  5. customThe vessel is then sealed
  6. temperatureheated at 160 to 165° for 2 days
  7. temperatureAfter cooling
  8. dissolutionthe resulting solids are dissolved in dichloromethane
  9. washwashed with water and saline
  10. dry with materialThe organic phases are dried over magnesium sulfate
  11. concentrationconcentrated under reduced pressure
  12. customto give the product, which
  13. customis chromatographed
  14. wash(silica gel; eluting with ethyl acetate/hexane (30/70) followed by ethyl acetate/hexane (50/50))

出典と根拠

ORDレコード
ord-b9ec82874c98434f919c817e0e47cfa8
出典データセット
uspto-grants-2000_10
特許番号
US06133446

関連ノート

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