Potassium Carbonate → HCID 68863255, compound

HRID 1985704Notes

Reaction equation

HRID 1985704 reaction equation
C([O-])([O-])=O.[K+].[K+].[Cl:7][C:8]1[CH:13]=[CH:12][C:11](B(O)O)=[CH:10][CH:9]=1.Br[C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:33]=[C:32]([NH:34][CH2:35][CH2:36][CH2:37][N:38]([CH2:41][CH3:42])[CH2:39][CH3:40])[C:31]3[C:26](=[CH:27][C:28]([Cl:43])=[CH:29][CH:30]=3)[N:25]=2)=[CH:20][CH:19]=1>CN(C=O)C.[Pd]>[Cl:43][C:28]1[CH:27]=[C:26]2[C:31]([C:32]([NH:34][CH2:35][CH2:36][CH2:37][N:38]([CH2:41][CH3:42])[CH2:39][CH3:40])=[N:33][C:24]([C:21]3[CH:22]=[CH:23][C:18]([C:11]4[CH:12]=[CH:13][C:8]([Cl:7])=[CH:9][CH:10]=4)=[CH:19][CH:20]=3)=[N:25]2)=[CH:30][CH:29]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 742994-Chlorophenylboronic acidHCID 68860279HCID 68860279, compound

Product 1

HCID 68863255HCID 68863255, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

1,2 Equivalents of K2CO3, 1,2 equivalents of 4-chlorophenylboronic acid and 10 mol % of Pd((PPh3)4 are added to a solution of N′-[2-(4-bromo-phenyl)-7-chloro-quinazolin4-yl]-N,N-diethyl-propane-1,3-diamine (16,5 mmol) in 80 ml of DMF and it is heated at 80° until conversion is complete. After filtering off the catalyst and customary working up for solution reactions, N′-[7-chloro-2-(4′-chloro-biphenyl-4-yl)-quinazolin-4-yl]-N,N-diethyl-propane-1,3-diamine is obtained.

Workup

  1. temperatureis heated at 80° until conversion
  2. filtrationAfter filtering off the catalyst

Sources & evidence

ORD record
ord-ef4b2e40ed8f4ca8b7685a72a51a78d7
Source dataset
uspto-grants-2009_06
Patent number
US07547702B2

Reaction notes

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