Piperazine → HCID 18186780, compound

HRID 1357635Notes

Reaction equation

HRID 1357635 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][CH2:9][CH2:10][O:11][C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][C:16]([O:22][CH3:23])=[CH:17][CH:18]=3)[CH:13]=2)[N:3]=1.COC1C=C2C(C=CC(OCCO)=C2)=CC=1.[NH:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1.C([O-])([O-])=O.[K+].[K+]>>[CH3:23][O:22][C:16]1[CH:15]=[C:14]2[C:19]([CH:20]=[CH:21][C:12]([O:11][CH2:10][CH2:9][O:8][C:4]3[CH:5]=[N:6][CH:7]=[C:2]([N:40]4[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]4)[N:3]=3)=[CH:13]2)=[CH:18][CH:17]=1

Participants

5

Reactant 4

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 18186775HCID 18186775, compoundHCID 18186865HCID 18186865, compound

Product 1

HCID 18186780HCID 18186780, compound

Procedure

The title compound was prepared according to the procedure of example 50, step 2, starting from 2-chloro-6-[2-(7-methoxy-naphthalen-2-yloxy)-ethoxy]pyrazine [1.19 g, 3.60 mmol; obtained according to the procedure of example 50, step 1, starting from 2-(7-methoxy-naphthalen-2-yloxy)ethanol*], piperazine (1.25 g, 14.5 mmol) and K2CO3 (0.60 g, 4.3 mmol) with the exception that the final filtration through alumina was omitted. The yield of the of the title compound was 0.98 g (71%) which was obtained as an oil that solidified when refrigerated. Purity 100% (HPLC). MS m/z 380 (M)+. HRMS m/z calcd for C21H24N4O3 (M)+ 380.1848, found 380.1851.

Workup

  1. customobtained
  2. filtrationfiltration through alumina
  3. customwas obtained as an oil that solidified when refrigerated

Sources & evidence

ORD record
ord-560a936bc82544b0bb7b4e52e510c3fe
Source dataset
uspto-grants-2003_07
Patent number
US06593330B2

Reaction notes

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