HCID 15228888, compound → HCID 178459391, compound

HRID 1033608Notes

Reaction equation

HRID 1033608 reaction equation
[CH2:1]([C:3]1[N:4]=[C:5]([CH2:51][CH2:52][CH3:53])[N:6]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[N:31](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:30]=[N:29][N:28]=3)=[CH:17][CH:16]=2)[C:7]=1[C:8]([O:10][CH2:11][CH2:12][CH3:13])=[O:9])[CH3:2]>CO.Cl>[CH2:1]([C:3]1[N:4]=[C:5]([CH2:51][CH2:52][CH3:53])[N:6]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[NH:31][N:30]=[N:29][N:28]=3)=[CH:17][CH:16]=2)[C:7]=1[C:8]([O:10][CH2:11][CH2:12][CH3:13])=[O:9])[CH3:2]

Participants

4

Reactant 1

HCID 15228888HCID 15228888, compound

Product 1

HCID 178459391HCID 178459391, compoundYield 39.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolvent

Procedure

0.96 g of propyl 4-ethyl-2-propyl-1-[[2'-(N-triphenylmethyl(tetrazol-5-yl))biphenyl-4-yl]methyl]imidazole-5-carboxylate was dissolved in 22 mL of methanol and then 4.8 g silica gel and 6 drops of 6N HCl were added. The gel was filtered away after 3 days and the resulting silica was washed with CH2Cl2 and then ethyl acetate. The combined organic solutions were evaporated and the residue was chromatographed with a gradient of 0 to 5% methanol in chloroform to provide 0.25 g of the title compound.

Workup

  1. filtrationThe gel was filtered away after 3 days
  2. washthe resulting silica was washed with CH2Cl2
  3. customThe combined organic solutions were evaporated
  4. customthe residue was chromatographed with a gradient of 0 to 5% methanol in chloroform

Sources & evidence

ORD record
ord-ee24904494fd4cf6ba8973cdae0377e3
Source dataset
uspto-grants-1994_05
Patent number
US05310929

Reaction notes

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