Pyridine → 1-(4-Bromophenyl)-3-[4-(2-cyanoethyl)phenyl]imidazolidin-2-one

HRID 1490117Notes

Reaction equation

HRID 1490117 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][N:10]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([NH2:23])=O)=[CH:15][CH:14]=3)[C:9]2=[O:24])=[CH:4][CH:3]=1.N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:12][CH2:11][N:10]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]#[N:23])=[CH:15][CH:14]=3)[C:9]2=[O:24])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 70074676HCID 70074676, compound

Product 1

HCID 700759481-(4-Bromophenyl)-3-[4-(2-cyanoethyl)phenyl]imidazolidin-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 750 mg of 1-(4-bromophenyl)-3-[4-[2-(aminocarbonyl)ethyl]-phenyl]-imidazolidin-2-one and 320 mg of pyridine in 10 ml of tetrahydrofuran are added dropwise at -10° C., with stirring, 460 mg of trifluoroacetic acid anhydride in 1 ml of tetrahydrofuran. After stirring overnight at ambient temperature the reaction mixture is diluted with ice water and the precipitate obtained is suction filtered, washed and dried.

Workup

  1. stirringAfter stirring overnight at ambient temperature the reaction mixture
  2. customthe precipitate obtained
  3. filtrationfiltered
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-1edd292b34044777aafde8fccaebda0c
Source dataset
uspto-grants-1997_10
Patent number
US05681841

Reaction notes

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