1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 19357207, compound

HRID 377904Notes

Reaction equation

HRID 377904 reaction equation
N1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:16]=[C:15]([NH:17][C:18](=[O:26])OC3C=CC=CC=3)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)C=1.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)[CH:32]=[C:33]([O:35][CH3:36])[CH:34]=1.C1CCN2[C:46](=[N:47]CCC2)CC1>O1CCCC1>[N:47]1[CH:46]=[CH:6][CH:5]=[CH:4][C:3]=1[C:7]1[CH:16]=[C:15]([NH:17][C:18]([N:40]2[CH2:39][CH2:38][N:37]([C:31]3[CH:32]=[C:33]([O:35][CH3:36])[CH:34]=[C:29]([O:28][CH3:27])[CH:30]=3)[CH2:42][CH2:41]2)=[O:26])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27362051-(3,5-Dimethoxyphenyl)piperazineHCID 53775163HCID 53775163, compound

Product 1

HCID 19357207HCID 19357207, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyl N-[2-(pyridin-3-yl)quinolin-4-yl]carbamate(171 mg, 0.5 mmol) and 1-(3,5-dimethoxyphenyl)piperazine(111 mg, 0.5 mmol) were dissolved in anhydrous tetrahydrofuran and DBU(117 mg, 0.75 mmol) was added and then the mixture was stirred at room temperature for 2 hrs. The above solution was concentrated under the reduced pressure to remove tetrahydrofuran and purified by column chromatography (dichloromethane:methanol=20:1) to obtain the titled compound.

Workup

  1. concentrationThe above solution was concentrated under the reduced pressure
  2. customto remove tetrahydrofuran
  3. custompurified by column chromatography (dichloromethane:methanol=20:1)

Sources & evidence

ORD record
ord-104f241acfee4cc3ae1a0da671c6eb9c
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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