HCID 178441940, compound → HCID 178441939, compound

HRID 36212Notes

Reaction equation

HRID 36212 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]3[NH:39][N:38]=[N:37][N:36]=3)=[CH:25][CH:24]=2)[C:7](=[O:21])[N:8]([CH:10]([C:17]([O:19]C)=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:9]=1)[CH2:2][CH2:3][CH3:4]>C1COCC1>[CH2:1]([C:5]1[N:6]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[C:35]3[NH:39][N:38]=[N:37][N:36]=3)=[CH:25][CH:24]=2)[C:7](=[O:21])[N:8]([CH:10]([C:17]([OH:19])=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 178441940HCID 178441940, compound

Product 1

HCID 178441939HCID 178441939, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The hydrolysis of 5-n-butyl-2-[α-(carbomethoxy)benzyl]-2,4-dihydro-4-[[2'-(5-tetrazolyl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one using methanolic sodium hydroxide in THF was carried out as described in Example 7. After work-up, the residue was flash chromatographed over silica gel (gradient elution with 4-30% MeOH/CH2Cl2) to give the title compound in 50% yield. This material was re-acidified with 1N HCl to pH 1.5, and the compound re-isolated to give a foam, homogeneous by TLC in 10% MeOH/CH2Cl2, mass spectrum (FAB) m/e 510 (M+1)+.

Workup

  1. customchromatographed over silica gel (gradient elution with 4-30% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-ddc6f52f0f7a4edfa951dc5108ed5880
Source dataset
uspto-grants-1995_05
Patent number
US05411980

Reaction notes

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