1-Methylpiperazine → HCID 21260288, compound

HRID 634706Notes

Reaction equation

HRID 634706 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Br[CH2:9][CH2:10][O:11][C:12]1[CH:21]=[C:20]2[C:15]([C:16]([O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[N:17][CH:18]=[N:19]2)=[CH:14][C:13]=1[O:29][CH3:30]>>[CH3:30][O:29][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][C:12]=1[O:11][CH2:10][CH2:9][N:5]1[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1)[N:19]=[CH:18][N:17]=[C:16]2[O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 212603117-(2-Bromoethoxy)-6-methoxy4-phenoxyquinazoline

Product 1

HCID 21260288HCID 21260288, compoundYield 92%

Procedure

A mixture of 1-methylpiperazine (7 ml) and 7-(2-bromoethoxy)-6-methoxy4-phenoxyquinazoline (1.0 g, 2.67 mmol), (prepared as described for the starting material in Example 22), was stirred at ambient temperature for 5 hours. The excess 1-methylpiperazine was removed by evaporation and the residue was partitioned between aqueous sodium hydrogen carbonate and methylene chloride. The organic phase was separated, passed through phase separating paper and the volatiles removed by evaporation to give 6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)-4-phenoxyquinazoline (970 mg, 92%).

Workup

  1. custom(prepared
  2. customThe excess 1-methylpiperazine was removed by evaporation
  3. customthe residue was partitioned between aqueous sodium hydrogen carbonate and methylene chloride
  4. customThe organic phase was separated
  5. customseparating paper
  6. customthe volatiles removed by evaporation

Sources & evidence

ORD record
ord-f0da9c14344c432686be953fbc4d3b2c
Source dataset
uspto-grants-2001_02
Patent number
US06184225B2

Reaction notes

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