Acetic Acid → HCID 15790055, compound

HRID 2211007Notes

Reaction equation

HRID 2211007 reaction equation
[Cl:1][C:2]1[C:7]([NH:8][S:9]([C:12]2[N:20]=[C:19]3[N:14]([C:15]([O:22][CH3:23])=[N:16][C:17](F)=[CH:18]3)[N:13]=2)(=[O:11])=[O:10])=[C:6]([O:24][CH3:25])[CH:5]=[CH:4][N:3]=1.C[O-].[K+].[C:29](O)(=[O:31])C>CS(C)=O.CO.ClCCl>[Cl:1][C:2]1[C:7]([NH:8][S:9]([C:12]2[N:20]=[C:19]3[N:14]([C:15]([O:22][CH3:23])=[N:16][C:17]([O:31][CH3:29])=[CH:18]3)[N:13]=2)(=[O:11])=[O:10])=[C:6]([O:24][CH3:25])[CH:5]=[CH:4][N:3]=1

Participants

7

Reactant 3

HCID 176Acetic AcidHCID 15790054HCID 15790054, compoundHCID 23664618Potassium methoxide

Product 1

HCID 15790055HCID 15790055, compound

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.60 g (1.5 mmol) of N-(2-chloro-4-methoxy-3-pyridinyl)-7-fluoro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide in 20 mL of dimethyl sulfoxide was added with stirring 0.24 g (3.4 mmol) of potassium methoxide in 2.4 mL of dry methanol. After 1 hour 5 mL of acetic acid was added and the solution taken up in 400 mL of dichloromethane. The resulting solution was washed with water (6×150 mL), dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain 270 mg (20 percent of theory) of the title compound as a white solid melting at 197°-199° C. with decomposition.

Workup

  1. washThe resulting solution was washed with water (6×150 mL)
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-dc2e894bccdc49a9be1e5228e3a18db8
Source dataset
uspto-grants-1995_10
Patent number
US05461161

Reaction notes

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