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

HRID 1418129Notes

Reaction equation

HRID 1418129 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-cc224414988a4ec2b473e2cce82274bf
Source dataset
uspto-grants-1999_03
Patent number
US05880284

Reaction notes

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