Piperazine → HCID 22707535, compound

HRID 1511783Notes

Reaction equation

HRID 1511783 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=2)[N:11]=[CH:10][N:9]=1>CN(C=O)C>[CH3:19][O:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][N:9]=[C:8]2[N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 111831744-Chloro-6-methoxyquinazoline

Product 1

HCID 22707535HCID 22707535, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Piperazine (1.1 g, 12.8 mmol) was added to a solution of 4-chloro-6-methoxy-quinazoline (0.5 g, 2.6 mmol) in DMF (5 mL). The mixture was stirred at rt for 1 h, partitioned between chloroform and aq. ammonia. The org. phase was washed with water, dried over MgSO4 and concentrated. Purification by CC (DCM/MeOH 19:1+0.5% NH4OH) gave the desired intermediate (0.57 g, 91%) as yellow oil.

Workup

  1. custompartitioned between chloroform and aq. ammonia
  2. washphase was washed with water
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customPurification by CC (DCM/MeOH 19:1+0.5% NH4OH)

Sources & evidence

ORD record
ord-3cef20089c7f43f8af687d7109b7f615
Source dataset
uspto-grants-2012_07
Patent number
US08217029B2

Reaction notes

Loading…