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

HRID 368875

반응식

HRID 368875 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 133107U 99363

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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))

출처 및 근거

ORD 기록
ord-b9ec82874c98434f919c817e0e47cfa8
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133446

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