Sodium ethoxide → 7-bromo-2-ethoxy-4-(piperazin-1-yl)-5H-pyrimido[5,4-b]indole

HRID 1182845Notes

Reaction equation

HRID 1182845 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[N:14]=[C:13](Cl)[N:12]=[C:11]([N:16]4[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]4)[C:7]=3[NH:8][C:9]=2[CH:10]=1.[CH3:22][CH2:23][O-:24].[Na+]>CCO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[N:14]=[C:13]([O:24][CH2:23][CH3:22])[N:12]=[C:11]([N:16]4[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]4)[C:7]=3[NH:8][C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 581185447-bromo-2-chloro-4-(piperazin-1-yl)-5H-pyrimido[5,4-b]indole

Product 1

HCID 581184837-bromo-2-ethoxy-4-(piperazin-1-yl)-5H-pyrimido[5,4-b]indole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 mg (0.55 mmol) 7-bromo-2-chloro-4-(piperazin-1-yl)-5H-pyrimido[5,4-b]indole and 1.64 ml (1.64 mmol) 1 M NaOEt solution (EtOH) in 6 ml EtOH were heated in a microwave oven to 130° C. for 3 h. Then, the solvent was removed and the residue was suspended in water and sucked off. 200 mg (97%) of the title substance was obtained. ESI-MS [m/z]: 376, 378 [M+H]+

Workup

  1. customThen, the solvent was removed
  2. custom200 mg (97%) of the title substance was obtained

Sources & evidence

ORD record
ord-b03a9332ec7c48a792eb3123cb682db0
Source dataset
uspto-grants-2014_03
Patent number
US08664233B2

Reaction notes

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