Piperazine → 3'-(4-Methoxyphenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazine

HRID 220431Notes

Reaction equation

HRID 220431 reaction equation
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)=[N:6][CH:5]=[CH:4][N:3]=1.[NH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>O1CCCC1>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:7]2[C:2]([N:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)=[N:3][CH:4]=[CH:5][N:6]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 131998882-Chloro-3-(4-methoxyphenyl)pyrazine

Product 1

HCID 685952043'-(4-Methoxyphenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Couple 2-chloro-3-(4-methoxyphenyl)-pyrazine (0.236 g, 1.07 mmol) and piperazine (3.10 g, 36.0 mmol) in tetrahydrofuran (5 mL) and heat at 120° C. for 2 hr. Purify using silica gel chromatography, eluting with 0:100 to 20:80 methanol:DCM, to give the title preparation (0.220 g, 76%). MS (ES): m/z=271 [M+H]+.

Workup

  1. customPurify
  2. washeluting with 0:100 to 20:80 methanol
  3. customDCM, to give the title
  4. custompreparation (0.220 g, 76%)

Sources & evidence

ORD record
ord-73bf8dc354da456f81a25092e1e260e0
Source dataset
uspto-grants-2012_06
Patent number
US08202873B2

Reaction notes

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