1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 58926882, compound

HRID 1670780Notes

Reaction equation

HRID 1670780 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([NH:10][C:11](=[O:15])OCC)=[N:2]1.[Cl:16][C:17]1[CH:18]=[C:19]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:20]=[CH:21][C:22]=1[Cl:23].C1CCN2C(=NCCC2)CC1>CS(C)=O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([NH:10][C:11]([N:27]2[CH2:26][CH2:25][N:24]([C:19]3[CH:20]=[CH:21][C:22]([Cl:23])=[C:17]([Cl:16])[CH:18]=3)[CH2:29][CH2:28]2)=[O:15])=[N:2]1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 936011-(3,4-Dichlorophenyl)piperazineHCID 12262771HCID 12262771, compound

Product 1

HCID 58926882HCID 58926882, compoundYield 50.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

Ethyl 1H-indazol-3-ylcarbamate (250 mg), 1-(3,4-dichlorophenyl)piperazine (KANTO CHEMICAL CO. INC., 310 mg) and DBU (200 μl) were dissolved in dimethyl sulfoxide (4 ml), and the mixture was stirred with heating at 100° C. for 1 hr. By the work-up following the method of Example 12, 4-(3,4-dichlorophenyl)-1-piperazinecarboxylic acid (1H-indazol-3-yl)amide (240 mg, yield 50%) was obtained.

Sources & evidence

ORD record
ord-94268bef720d48578fe6cd5ce4f1a961
Source dataset
uspto-grants-2011_08
Patent number
US07994196B2

Reaction notes

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