1-Phenylpiperazine → 1,3-DIHYDRO-5-[2-(4-PHENYLPIPERAZIN-1-YL)ACETYL)-1-METHYL-2H-PYRROLO[2,3-b]PYRIDIN-2-ONE

HRID 53178Notes

Reaction equation

HRID 53178 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.Br[CH2:21][C:22]([C:24]1[CH:25]=[C:26]2[CH2:32][C:31](=[O:33])[N:30]([CH3:34])[C:27]2=[N:28][CH:29]=1)=[O:23]>O1CCOCC1>[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:21][C:22]([C:24]3[CH:25]=[C:26]4[CH2:32][C:31](=[O:33])[N:30]([CH3:34])[C:27]4=[N:28][CH:29]=3)=[O:23])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 19079294HCID 19079294, compound

Product 1

HCID 190793121,3-DIHYDRO-5-[2-(4-PHENYLPIPERAZIN-1-YL)ACETYL)-1-METHYL-2H-PYRROLO[2,3-b]PYRIDIN-2-ONEYield 78%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Add 63 mg (3.9×10-4 mol) of N-phenylpiperazine and then, very slowly, 0.08 ml (5.57×10-4 mol) of triethylamine to a previously prepared solution of 100 mg (3.72×10-4 mol) of 1,3-dihydro-5-bromoacetyl-1-methyl-2H-pyrrolo[2,3-b]pyridin-2-one (Preparation 19) in 3 ml of dioxane. After 30 minutes' stirring at room temperature, the resulting precipitate is removed by filtration and the flitrate is concentrated under reduced pressure to obtain the title product in a yield of 78%. ##STR75##

Workup

  1. customthe resulting precipitate is removed by filtration
  2. concentrationthe flitrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-d6d23a4020aa4a00a328ab8bc5be6add
Source dataset
uspto-grants-1997_04
Patent number
US05618819

Reaction notes

Loading…