Water → HCID 178437446, compound

HRID 466715Notes

Reaction equation

HRID 466715 reaction equation
[C:1]([C:3]1[N:8]=[C:7]2[N:9]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]4[NH:31][N:30]=[N:29][N:28]=4)=[CH:17][CH:16]=3)[C:10]([CH2:12][CH3:13])=[N:11][C:6]2=[C:5]([CH3:32])[CH:4]=1)#N.OS(O)(=O)=O.[OH2:38].[NH4+].[OH-:40]>CO>[C:1]([C:3]1[N:8]=[C:7]2[N:9]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]4[NH:28][N:29]=[N:30][N:31]=4)=[CH:17][CH:16]=3)[C:10]([CH2:12][CH3:13])=[N:11][C:6]2=[C:5]([CH3:32])[CH:4]=1)([OH:40])=[O:38]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 178437440HCID 178437440, compound

Product 1

HCID 178437446HCID 178437446, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

To neat 5-Cyano-2-ethyl-7-methyl-3-(2'-(tetrazol-5-yl)biphen-4-yl)methyl-3H-imidazo[4,5-b]pyridine (20 mg) at RT was added H2SO4 (0.5 mL) and water (0.25 mL). The mixture was heated to 100° C. for 3 hours, cooled to 0° C., then made basic by the addition of NH4OH. After adding methanol (5 mL), the mixture was filtered, concentrated, and purified (SiO2, 60:40:1 CH2Cl2 --CH3OH--NH4OH) to give 17 mg of the title compound as a solid.

Workup

  1. temperaturecooled to 0° C.
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated
  4. custompurified (SiO2, 60:40:1 CH2Cl2 --CH3OH--NH4OH)

Sources & evidence

ORD record
ord-3b6c1126b1654efd9cd67de3bdb3a858
Source dataset
uspto-grants-1992_10
Patent number
US05157026

Reaction notes

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