1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 23368657, compound

HRID 1608850Notes

Reaction equation

HRID 1608850 reaction equation
[S:1]([N:11]([C:18]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:19]=1[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[Cl:28])=[O:21])[CH2:12][C:13](=[O:17])[N:14]([CH3:16])[CH3:15])([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].C1CCN2C(=NCCC2)CC1>C(Cl)Cl>[CH3:16][N:14]([CH3:15])[C:13]([CH:12]1[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[Cl:28])([OH:21])[C:19]2[C:18](=[CH:32][CH:31]=[C:30]([Cl:33])[CH:29]=2)[N:11]1[S:1]([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2])=[O:17]

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 23368712HCID 23368712, compound

Product 1

HCID 23368657HCID 23368657, compoundYield 12.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.5 g of the compound prepared in step B are refluxed in DCM for 24 hours in the presence of 900 mg of DBU. The mixture is chromatographed on a silica column using a DCM/AcOEt mixture (95/5, v/v) as the eluent. 190 mg of the expected product are obtained after recrystallization from isopropyl ether.

Workup

  1. customThe mixture is chromatographed on a silica column

Sources & evidence

ORD record
ord-491d4f4e47884d7891173ae09eb5f529
Source dataset
uspto-grants-1995_03
Patent number
US05397801

Reaction notes

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