2,6-Dichloropyrazine → Tert-butyl 4-(6-chloropyrazin-2-YL)piperazine-1-carboxylate

HRID 1820750Notes

Reaction equation

HRID 1820750 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[C:9]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10]>C(#N)C>[C:12]([O:11][C:9]([N:16]1[CH2:21][CH2:20][N:19]([C:2]2[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=2)[CH2:18][CH2:17]1)=[O:10])([CH3:15])([CH3:13])[CH3:14]

Participants

4

Reactant 2

HCID 785042,6-DichloropyrazineHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 18186946Tert-butyl 4-(6-chloropyrazin-2-YL)piperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 10 mmol 2,6-dichloropyrazine and 21 mmol of N-BOC-piperazine in 15 ml acetonitrile was heated under reflux for 1.5 hours. The reaction mixture was concentrated and purified by chromatography (SiO2; dichloromethane/methanol 95:5) to yield the title compound as a colorless solid. MS (m/e): 299.2 (MH+, 100%)

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. concentrationThe reaction mixture was concentrated
  4. custompurified by chromatography (SiO2; dichloromethane/methanol 95:5)

Sources & evidence

ORD record
ord-8bcfa8a7599a41c48c48ccd254beeb85
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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