Triethylamine → HCID 86686610, compound

HRID 336361Notes

Reaction equation

HRID 336361 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:15]1[N:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][N:16]=1.C(N(CC)CC)C>CN(C=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:15]2[N:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][N:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 5890582-Chloro-5-methoxypyrimidine

Product 1

HCID 86686610HCID 86686610, compoundYield 40.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

1.5 g piperazine-1-carboxylic acid tert-butyl ester was added to 1.2 g 2-chlor-5-methoxy-pyrimidine and 2.2 mL triethylamine in 30 mL DMF. The reaction was stirred 6 days at 60° C. The solvent was removed and the residue was dissolved in dichlormethane and extracted with water. The organic layer was washed with a saturated sodium chloride solution and evaporated to give 957 mg desired product. Rt: 0.82 min (method E), (M+H)+: 295

Workup

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in dichlormethane
  3. extractionextracted with water
  4. washThe organic layer was washed with a saturated sodium chloride solution
  5. customevaporated

Sources & evidence

ORD record
ord-39aeee58e63e422d83f2a00c06e62e15
Source dataset
uspto-grants-2014_11
Patent number
US08889677B2

Reaction notes

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