Potassium Carbonate → HCID 25030339, compound

HRID 1944987Notes

Reaction equation

HRID 1944987 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:17])[CH2:10][N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[C:4]([C:18](=[O:26])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])[CH:3]=1.BrCCCO[C:32]1[CH:37]=[CH:36][C:35](/[CH:38]=[CH:39]/[C:40]([C:42]2[CH:47]=[CH:46][C:45](F)=[CH:44][CH:43]=2)=O)=C[C:33]=1[O:49][CH3:50].Br[CH2:52][CH2:53][CH2:54][O:55]C1C(=O)C2C(=CC=CC=2)OC=1C1C=CC=CC=1.C(=O)([O-])[O-:74].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:17])[CH2:10][N:11]2[CH2:12][CH2:13][N:14]([CH2:52][CH2:53][CH2:54][O:55][C:50]3[O:49][C:33]4[C:38]([C:39](=[O:74])[C:40]=3[C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)=[CH:35][CH:36]=[CH:37][CH:32]=4)[CH2:15][CH2:16]2)=[C:4]([C:18](=[O:26])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[Cl:25])[CH:3]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 59403551HCID 59403551, compoundHCID 68466104HCID 68466104, compoundHCID 68506990HCID 68506990, compound

Product 1

HCID 25030339HCID 25030339, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

reacting the above said compound N1-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-piperazinoacetamide of formula 7 with (E)-3-{4-(3-bromopropoxy) 3-methoxyphenyl]-1-(4-fluorophenyl)-2-propen-1-one or 3-(3-bromopropoxy)-2-phenyl-4H-4-chromenone in acetone in the presence potassium carbonate, under reflux, for a period of about 15 to about 20 hrs, followed by the removal of potassium carbonate by filtration and evaporating the solvent, under vacuum, and purifying the resultant product to obtain the desired compound of N1-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-[4-(4-4-[(E)-3-(4-fluorophenyl)-3-oxo-1-propenyl]-2-methoxyphenoxy butyl)piperazino]acetamide or N1-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-(4-3-[(4-oxo-3-phenyl-4H-2-chromenyl)oxy]propylpiperazino)acetamide.

Workup

  1. temperatureunder reflux, for a period of about 15 to about 20 hrs
  2. customfollowed by the removal of potassium carbonate by filtration
  3. customevaporating the solvent
  4. customunder vacuum, and purifying the resultant product

Sources & evidence

ORD record
ord-ce8cc497f4ad457caa5bfb551579eba9
Source dataset
uspto-grants-2013_03
Patent number
US08394954B2

Reaction notes

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