Triethylamine → HCID 61362795, compound

HRID 879623Notes

Reaction equation

HRID 879623 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[CH:9]([N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)([CH3:11])[CH3:10].C(N(CC)CC)C>O1CCOCC1>[Cl:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([N:15]2[CH2:16][CH2:17][N:12]([CH:9]([CH3:11])[CH3:10])[CH2:13][CH2:14]2)[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 780131-IsopropylpiperazineHCID 785042,6-Dichloropyrazine

Product 1

HCID 61362795HCID 61362795, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 2,6-dichloropyrazine (250.0 mg, 1.678 mmol) in 1,4-dioxane (2 mL) was added 1-isopropylpiperazine (0.29 mL, 2.014 mmol) and triethylamine (0.70 mL, 5.034 mmol). The reaction mixture was stirred at room temperature for 1 day, filtered through Celite (1,4-dioxane eluent) then concentrated. Purification by flash column chromatography on silica gel using 100:5:1 EtOAc/MeOH/NH4OH (0 to 100%) in EtOAc provided the product. LCMS-ESI+ calc'd for C11H18ClN4 (M+H+): 241.1; Found: 241.2 (M+H+).

Workup

  1. filtrationfiltered through Celite (1,4-dioxane eluent)
  2. concentrationthen concentrated
  3. customPurification by flash column chromatography on silica gel using 100:5:1 EtOAc/MeOH/NH4OH (0 to 100%) in EtOAc
  4. customprovided the product

Sources & evidence

ORD record
ord-c03ce0dfcbee4810a321cfa67f1ad750
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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