Dimethyl Sulfoxide → HCID 23633651, compound

HRID 1592924Notes

Reaction equation

HRID 1592924 reaction equation
CS(C)=O.[NH2:5][C:6]1[CH:11]=[C:10]([C:12]2[C:13]([C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=3)=[N:14][N:15]([C:17]3[CH2:22][CH2:21][C:20](=[O:23])[NH:19][N:18]=3)[CH:16]=2)[CH:9]=[CH:8][N:7]=1.[CH3:31][S:32]([OH:35])(=[O:34])=[O:33]>C(OCC)(=O)C>[CH3:31][S:32]([OH:35])(=[O:34])=[O:33].[NH2:5][C:6]1[CH:11]=[C:10]([C:12]2[C:13]([C:24]3[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=3)=[N:14][N:15]([C:17]3[CH2:22][CH2:21][C:20](=[O:23])[NH:19][N:18]=3)[CH:16]=2)[CH:9]=[CH:8][N:7]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 6395Methanesulfonic AcidHCID 10427935HCID 10427935, compound

Product 1

HCID 23633651HCID 23633651, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 1.5 ml of a dimethylsulfoxide solution containing 350 mg (1.00 mmol) of 4-(2-aminopyridin-4-yl)-3-(4-fluorophenyl)-1-(1,4,5,6-tetrahydro-6-oxopyridazin-3-yl)-1H-pyrazole obtained in Example 50 was added 130 μl (2.00 mmol) of methanesulfonic acid at 45° C. over 4 minutes, and the mixture was stirred at the same temperature for 30 minutes. Then, 4.5 ml of ethyl acetate was added to the mixture over 30 minutes, and the resulting mixture was further stirred for 5 minutes. Formed crystals were collected by filtration, washed with 30 ml of ethyl acetate to obtain 380 mg of the title compound as a white powder. (Yield: 85%)

Workup

  1. stirringthe resulting mixture was further stirred for 5 minutes
  2. customFormed crystals
  3. filtrationwere collected by filtration
  4. washwashed with 30 ml of ethyl acetate

Sources & evidence

ORD record
ord-3612fb20e670443ebd11e9c137e7f60b
Source dataset
uspto-grants-2007_11
Patent number
US07294625B2

Reaction notes

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