Piperazine → HCID 18186912, compound

HRID 1357633Notes

Reaction equation

HRID 1357633 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][CH:16]=[C:17]([O:22][CH3:23])[CH:18]=3)[CH:13]=2)[N:3]=1.COC1C=C2C(=CC=1)C=C(OCCO)C=C2.[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:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([O:11][CH2:10][CH2:9][O:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([N:40]3[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]3)[N:3]=1)[CH:21]=[CH:20]2

Participants

5

Reactant 4

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 18186793HCID 18186793, compoundHCID 18186892HCID 18186892, compound

Product 1

HCID 18186912HCID 18186912, compound

Procedure

The title compound was prepared according to the procedure of example 50, step 2, starting from 2-chloro-6-[2-(6-methoxy-naphthalen-2-yloxy)-ethoxy]pyrazine [0.94 g, 2.8 mmol; obtained according to the procedure of example 50, step 1, starting from 2-(6-methoxy-naphthalen-2-yloxy)ethanol*], piperazine (1.00 g, 11.6 mmol) and K2CO3 (0.50 g, 3.6 mmol) with the exception that the final filtration through alumina was omitted. The yield of the of the title compound was 0.52 g (48%) which was obtained as a beige colored solid. Purity 100% (HPLC). MS m/z 380 (M)+. HRMS m/z calcd for C21H24N4O3 (M)+ 380.1848, found 380.1845.

Workup

  1. customobtained
  2. filtrationfiltration through alumina
  3. customwas obtained as a beige colored solid

Sources & evidence

ORD record
ord-078f15216e9a4327a27b56d030dd9b21
Source dataset
uspto-grants-2003_07
Patent number
US06593330B2

Reaction notes

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