1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 19357171, compound

HRID 377939Notes

Reaction equation

HRID 377939 reaction equation
[Si]([O:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([CH3:16])=[CH:11][C:10]=1[NH:17][C:18](=[O:26])OC1C=CC=CC=1)(C(C)(C)C)(C)C.[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.C1CCN2C(=NCCC2)CC1>O1CCCC1>[OH:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([CH3:16])=[CH:11][C:10]=1[NH:17][C:18]([N:40]1[CH2:39][CH2:38][N:37]([C:31]2[CH:30]=[C:29]([O:28][CH3:27])[CH:34]=[C:33]([O:35][CH3:36])[CH:32]=2)[CH2:42][CH2:41]1)=[O:26]

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27362051-(3,5-Dimethoxyphenyl)piperazineHCID 19357141HCID 19357141, compound

Product 1

HCID 19357171HCID 19357171, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyl N-[2-(t-butyldimethylsilyloxy)-4,5-dimethylphenyl]carbamate (0.17 g, 0.5 mmole) and 1-(3,5-dimethoxyphenyl)piperazine(0.13 g, 0.6 mmole) were dissolved in tetrahydrofuran(10 ml), and thereto with stirring DBU(0.09 g, 0.6 mmole) was added, and the resulting mixture was stirred for 2 hours, concentrated and chromatographed to obtain the titled compound.

Workup

  1. concentrationconcentrated
  2. customchromatographed

Sources & evidence

ORD record
ord-43f7544a2f264a4889248983421c8f43
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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