Potassium Carbonate → HCID 21104590, compound

HRID 1354226Notes

Reaction equation

HRID 1354226 reaction equation
Br[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)=[O:4].C(=O)([O-])[O-].[K+].[K+].[CH3:18][O:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[N:26]=[CH:25][N:24]=[C:23]2[O:30][CH2:31][CH:32]1[CH2:37][CH2:36][CH:35]([NH2:38])[CH2:34][CH2:33]1>CN(C=O)C>[CH3:18][O:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[N:26]=[CH:25][N:24]=[C:23]2[O:30][CH2:31][CH:32]1[CH2:37][CH2:36][CH:35]([NH:38][CH2:2][C:3]([NH:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=2)=[O:4])[CH2:34][CH2:33]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 34158372-bromo-N-pyridin-2-yl-acetamideHCID 21104633HCID 21104633, compound

Product 1

HCID 21104590HCID 21104590, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Bromo-N-pyridin-2-yl-acetamide (0.075 g, 0.35 mmol) and potassium carbonate (0.054 g, 0.39 mmol) were added to a solution of 4-(6-methoxy-quinazolin-4-yloxymethyl)-cyclohexylamine (0.1 g, 0.35 mmol) in DMF (3.5 ml). The reaction mixture was stirred at room temperature for 2 days and then concentrated to dryness by rotary evaporation. The residue was purified by column chromatography on silica gel (dichloromethane/MeOH 19/1 1% NH4OH).

Workup

  1. concentrationconcentrated to dryness by rotary evaporation
  2. customThe residue was purified by column chromatography on silica gel (dichloromethane/MeOH 19/1 1% NH4OH)

Sources & evidence

ORD record
ord-8af410ff42844fe3b9e6150895ae0bf7
Source dataset
uspto-grants-2007_05
Patent number
US07223776B2

Reaction notes

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