Piperazine → HCID 66863771, compound

HRID 1182832Notes

Reaction equation

HRID 1182832 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([O:19][CH3:20])[C:5]2[C:6]3[N:14]=[C:13](Cl)[N:12]=[C:11]([O:16][CH2:17][CH3:18])[C:7]=3[NH:8][C:9]=2[CH:10]=1.[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>O1CCOCC1>[Br:1][C:2]1[CH:3]=[C:4]([O:19][CH3:20])[C:5]2[C:6]3[N:14]=[C:13]([N:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[N:12]=[C:11]([O:16][CH2:17][CH3:18])[C:7]=3[NH:8][C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 58118496HCID 58118496, compound

Product 1

HCID 66863771HCID 66863771, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

150 mg (0.42 mmol) 7-bromo-2-chloro-4-ethoxy-9-methoxy-5H-pyrimido[5,4-b]indole and 181 mg (2.1 mmol) piperazine were refluxed in 10 ml dioxan for 60 h. Then, the solvent was removed and the residue was suspended in water and sucked off. 130 mg (76%) 7-bromo-4-ethoxy-9-methoxy-2-(piperazin-1-yl)-5H-pyrimido[5,4-b]indole was obtained. ESI-MS [m/z]: 406, 408 [M+H]+

Workup

  1. customThen, the solvent was removed

Sources & evidence

ORD record
ord-2925269e2c49409494b87bdf4f1f3739
Source dataset
uspto-grants-2014_03
Patent number
US08664233B2

Reaction notes

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