HCID 19736548, compound → HCID 19736554, compound

HRID 326451Notes

Reaction equation

HRID 326451 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]3[N:45]([C:46]([C:59]4[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=4)([C:53]4[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=4)[C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)[N:44]=[N:43][N:42]=3)=[CH:31][CH:30]=2)[C:7]2[CH2:12][CH:11]([C:13]([O:15][CH3:16])=[O:14])[N:10](C(OCC3C=CC=CC=3)=O)[CH2:9][C:8]=2[N:27]=1)[CH2:2][CH2:3][CH3:4]>[C].[Pd].CO>[CH2:1]([C:5]1[N:6]([CH2:28][C:29]2[CH:30]=[CH:31][C:32]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[C:41]3[N:45]([C:46]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)([C:59]4[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=4)[C:53]4[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=4)[N:44]=[N:43][N:42]=3)=[CH:33][CH:34]=2)[C:7]2[CH2:12][CH:11]([C:13]([O:15][CH3:16])=[O:14])[NH:10][CH2:9][C:8]=2[N:27]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 19736548HCID 19736548, compound

Product 1

HCID 19736554HCID 19736554, compoundYield 88.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Methyl 2-n-butyl-5-benzyloxycarbonyl-1-{2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl}methyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridine-6-carboxylate (1.26 g) and a catalytic amount of 10 % palladium-carbon are added to methanol (300 ml), and the mixture is stirred under hydrogen atmosphere. After the reaction is completed, palladium-carbon is removed by filtration, and the filtrate is evaporated under reduced pressure to give methyl 2-n-butyl-1-{2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl}methyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridine-6-carboxylate (0.94 g) as foam.

Workup

  1. custompalladium-carbon is removed by filtration
  2. customthe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-4aec00e229c84dc0a094c21516ea4df2
Source dataset
uspto-grants-1993_12
Patent number
US05268377

Reaction notes

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