1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 68947314, compound

HRID 1432525Notes

Reaction equation

HRID 1432525 reaction equation
[C:1]([O:4][CH:5]1[CH:10](Br)[CH2:9][CH2:8][N:7]([C:12](=[O:25])[C@H:13]([CH:22]([CH3:24])[CH3:23])[NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:6]1)(=[O:3])[CH3:2].C1CCN2C(=NCCC2)CC1>C1(C)C=CC=CC=1>[C:1]([O:4][CH:5]1[CH:10]=[CH:9][CH2:8][N:7]([C:12](=[O:25])[C@@H:13]([CH:22]([CH3:23])[CH3:24])[NH:14][C:15]([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16])[CH2:6]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 68948045HCID 68948045, compound

Product 1

HCID 68947314HCID 68947314, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.684 g of 3-acetoxy-4-bromo-N—(N-BOC-valyl)-piperidine dissolved in 4 ml of toluene are treated with 4 ml of DBU in a sealed tube and heated to 90°. The mixture obtained is treated with EE, extracted with aqueous HCl, washed and from the organic phase obtained solvent is evaporated. 3-Acetoxy-N—(N-BOC-(R)-valyl)-1,2,3,6-tetrahydropyridine is obtained.

Workup

  1. temperatureheated to 90°
  2. customThe mixture obtained
  3. additionis treated with EE
  4. extractionextracted with aqueous HCl
  5. washwashed and from the organic phase
  6. customobtained solvent
  7. customis evaporated

Sources & evidence

ORD record
ord-b4d7d66932d6474da5c185fdef9100d9
Source dataset
uspto-grants-2009_11
Patent number
US07612103B2

Reaction notes

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