Water → HCID 178437586, compound

HRID 76102Notes

Reaction equation

HRID 76102 reaction equation
[CH2:1]([C:3]1[N:8]=[C:7]([C:9]2[N:10]([C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[N:20]([CH3:24])[CH:19]=[CH:18]4)[C:11]([SH:14])=[N:12][N:13]=2)[C:6]([O:25]C)=[CH:5][C:4]=1[O:27]C)[CH3:2].Cl.N1C=CC=CC=1.O>C(OCC)(=O)C>[CH2:1]([C:3]1[C:4]([OH:27])=[CH:5][C:6]([OH:25])=[C:7]([C:9]2[N:10]([C:15]3[CH:16]=[C:17]4[C:21](=[CH:22][CH:23]=3)[N:20]([CH3:24])[CH:19]=[CH:18]4)[C:11]([SH:14])=[N:12][N:13]=2)[N:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 10176127Pyridinium chlorideHCID 178437587HCID 178437587, compound

Product 1

HCID 178437586HCID 178437586, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
220 °C

Procedure

A flask was charged with 5-(6-Ethyl-3,5-dimethoxy-pyridin-2-yl)-4-(1-methyl-1H-indol-5-yl)-4H-[1,2,4]triazole-3-thiol (30 mg; 0.08 mmol), and pyridine hydrochloride (2 g). The reaction was put under a nitrogen atmosphere, and heated to 220° C. for forty five minutes, and then cooled. To the flask was then added water (10 mL) and ethyl acetate (10 mL), and the contents were stirred until all solids were dissolved. The organic layer was isolated, washed with water, and all solvent was evaporated under vacuum with heating to give 2-ethyl-6-[5-mercapto-4-(1-methyl-1H-indol-5-yl)-4H-[1,2,4]triazol-3-yl]-pyridine-3,5-diol.

Workup

  1. temperaturecooled
  2. dissolutionwere dissolved
  3. customThe organic layer was isolated
  4. washwashed with water
  5. customall solvent was evaporated under vacuum
  6. temperaturewith heating

Sources & evidence

ORD record
ord-23987277fa414c99a17cd2d1c97c488e
Source dataset
uspto-grants-2014_09
Patent number
US08835464B2

Reaction notes

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