HCID 19919813, compound → HCID 10414338, compound

HRID 1648521Notes

Reaction equation

HRID 1648521 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:28][C:29]2[CH:41]=[CH:40][C:32]([C:33]([O:35]C(C)(C)C)=[O:34])=[CH:31][CH:30]=2)[C:7](/[CH:10]=[C:11]2\[N:12]([CH2:22][C:23]3[S:24][CH:25]=[CH:26][CH:27]=3)[C:13](=[O:21])[N:14]([CH2:17][CH2:18][CH2:19][CH3:20])[C:15]\2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]>C(Cl)Cl.FC(F)(F)C(O)=O>[CH2:1]([C:5]1[N:6]([CH2:28][C:29]2[CH:41]=[CH:40][C:32]([C:33]([OH:35])=[O:34])=[CH:31][CH:30]=2)[C:7](/[CH:10]=[C:11]2\[N:12]([CH2:22][C:23]3[S:24][CH:25]=[CH:26][CH:27]=3)[C:13](=[O:21])[N:14]([CH2:17][CH2:18][CH2:19][CH3:20])[C:15]\2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 19919813HCID 19919813, compound

Product 1

HCID 10414338HCID 10414338, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent2×

Procedure

1,1-dimethylethyl Z-4-[[2-butyl-5-[[1-butyl-2,5-dioxo-3-[(2-thienyl)methyl]-4-imidazolidinylidene]methyl]-1H-imidazol-1-yl]methyl]-benzoate (1.28 g, 2.26 mmol) was dissolved in methylene chloride (25 mL) and trifluoroacetic acid (3.3 mL). After stirring for 16 hours an additional amount of trifluoroacetic acid (3 mL) was added. Stirred for a further 6 hours and then the reaction mixture was evaporated in vacuo. pH 7 buffer was added and the mixture extracted with ethyl acetate. This extract was dried over MgSO4 and then evaporated in vacuo and crystallized from ethyl acetate/ether.

Workup

  1. additionwas added
  2. customthe reaction mixture was evaporated in vacuo
  3. additionpH 7 buffer was added
  4. extractionthe mixture extracted with ethyl acetate
  5. dry with materialThis extract was dried over MgSO4
  6. customevaporated in vacuo
  7. customcrystallized from ethyl acetate/ether

Sources & evidence

ORD record
ord-8610be077f1744248aa9b63fa212b870
Source dataset
uspto-grants-1995_07
Patent number
US05436260

Reaction notes

Loading…