HCID 178435606, compound → HCID 178439914, compound

HRID 248410Notes

Reaction equation

HRID 248410 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH:25]=[C:24]([CH:26]=[CH2:27])[CH:23]=[C:22]4[C:28]4[NH:32][N:31]=[N:30][N:29]=4)=[CH:17][CH:16]=3)[C:9]([CH2:11][CH2:12][CH3:13])=[N:10][C:3]=12>[Pd].CO>[CH2:26]([C:24]1[CH:23]=[C:22]([C:28]2[NH:32][N:31]=[N:30][N:29]=2)[N:21]([C:18]2[CH:19]=[CH:20][C:15]([CH2:14][N:8]3[C:4]4=[N:5][CH:6]=[CH:7][C:2]([CH3:1])=[C:3]4[N:10]=[C:9]3[CH2:11][CH2:12][CH3:13])=[CH:16][CH:17]=2)[CH:25]=1)[CH3:27]

Participants

4

Reactant 1

HCID 178435606HCID 178435606, compound

Product 1

HCID 178439914HCID 178439914, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 7-methyl-2-propyl-3-[4-[2-(1H-tetrazol-5-yl)4-vinyl-1-pyrrolyl]benzyl]-3H-imidazo[4,5-b]pyridine (40 mg), 10% palladium on carbon (10 mg) and methanol (5 ml) was stirred at room temperature for 4 hours under hydrogen atmosphere (3 atm). After filtration, the filtrate was evaporated in vacuo. The residue was purified by preparative thin layer chromatography (dichloromethane:methanol=5:1) to give 3-[4-[4-ethyl-2-(1H-tetrazol-5-yl)-1-pyrrolyl]benzyl]-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine (20 ml).

Workup

  1. filtrationAfter filtration
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was purified by preparative thin layer chromatography (dichloromethane:methanol=5:1)

Sources & evidence

ORD record
ord-3cd4c3635cdb4d3593df92806212e761
Source dataset
uspto-grants-1993_05
Patent number
US05210092

Reaction notes

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