Hydrochloric Acid → HCID 67430792, compound

HRID 1430604Notes

Reaction equation

HRID 1430604 reaction equation
CS([C:5]1[N:6]=[N:7][C:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)[N:10]=1)(=O)=O.[OH-:23].[K+].Cl>O.C1COCC1>[C:17]1([C:8]2[C:9]([C:11]3[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=3)=[N:10][C:5](=[O:23])[NH:6][N:7]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 67427935HCID 67427935, compound

Product 1

HCID 67430792HCID 67430792, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of 3-(methylsulfonyl)-6-phenyl-5-(pyridin-3-yl)-1,2,4-triazine (0.035 g, 0.112 mmol) in a 1:1 mixture of H2O/THF (1.5 mL) was added potassium hydroxide (0.037 g, 0.560 mmol). The reaction was heated at reflux for 2 h. Upon completion, the reaction mixture was cooled to room temperature and neutralized with 1 M HCl, then extracted with EtOAc. The combined organic layers were washed with H2O, brine, dried over MgSO4 and concentrated to give the title compound as a yellow solid (0.026 g) without further purification. LCMS m/z=251.1 [M+H]+.

Workup

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 2 h
  3. extractionextracted with EtOAc
  4. washThe combined organic layers were washed with H2O, brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-decbb3cb47604a9db0359dfc87fcef80
Source dataset
uspto-grants-2015_01
Patent number
US08940891B2

Reaction notes

Loading…