Piperazine → 2-[(2,5-Dimethoxybenzyl)Oxy]-6-(1-Piperazinyl)Pyrazine

HRID 1357618Notes

Reaction equation

HRID 1357618 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=2[O:18][CH3:19])[N:3]=1.COC1C=CC(OC)=CC=1CO.[NH:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1.C([O-])([O-])=O.[K+].[K+]>>[CH3:19][O:18][C:11]1[CH:12]=[CH:13][C:14]([O:16][CH3:17])=[CH:15][C:10]=1[CH2:9][O:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[N:3]=1

Participants

5

Reactant 4

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 1184952,5-Dimethoxybenzyl alcoholHCID 181868692-Chloro-6-[(2,5-dimethoxybenzyl)oxy]pyrazine

Product 1

HCID 99673012-[(2,5-Dimethoxybenzyl)Oxy]-6-(1-Piperazinyl)Pyrazine

Procedure

The title compound was prepared according to the procedure of example 50, step 2, starting from 2-chloro-6-[(2,5-dimethoxybenzyl)oxy]pyrazine (1.02 g, 3.63 mmol; obtained according to the procedure of example 50, step 1, starting from 2,5-dimethoxybenzyl alcohol), piperazine (0.94 g, 10.9 mmol) and K2CO3 (0.50 g, 3.63 mmol). The yield of the title compound was 0.64 g (53%) which was obtained as a beige solid. Purity 100% (HPLC). MS m/z 331 (M+H)+. HRMS m/z calcd for C17H22N4O3 (M)+ 330.1692, found 330.1692.

Workup

  1. customThe title compound was prepared
  2. customobtained
  3. customwas obtained as a beige solid

Sources & evidence

ORD record
ord-76ce447ff8fa44dfa0a765b6f4f29f4a
Source dataset
uspto-grants-2003_07
Patent number
US06593330B2

Reaction notes

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