Acetone → HCID 25030339, compound

HRID 1944991Notes

Reaction equation

HRID 1944991 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[C:41](=[O:42])[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)O[C:33]=1[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45]C=1.[C:49](=[O:52])([O-])[O-:50].[K+].[K+].[CH3:55][C:56]([CH3:58])=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]([CH2:55][CH2:56][CH2:58][O:50][C:49]3[O:52][C:39]4[C:40]([C:41](=[O:42])[C:32]=3[C:33]3[CH:43]=[CH:48][CH:47]=[CH:46][CH:45]=3)=[CH:35][CH:36]=[CH:37][CH:38]=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

5

Reactant 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 59403551HCID 59403551, compoundHCID 68466104HCID 68466104, compound

Product 1

HCID 25030339HCID 25030339, compound

Procedure

reacting the above the N1-[4-chloro-2-(2-chlorobenzoyl)phenyl]-2-piperazinoacetamide compound with (E)-3-[4-(3-bromopropoxy)-3-methoxyphenyl]-1-(4-luorophenyl)-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 alteration and evaporating the solvent, under vacuum, and purifying the resultant product to obtain 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 alteration
  3. customevaporating the solvent
  4. customunder vacuum, and purifying the resultant product

Sources & evidence

ORD record
ord-a052e10d2f5a45f78f2d5904f3cc0ef9
Source dataset
uspto-grants-2013_03
Patent number
US08394954B2

Reaction notes

Loading…