Hydrochloric Acid → HCID 69414776, compound

HRID 1592925Notes

Reaction equation

HRID 1592925 reaction equation
CS(C)=O.[C:5]([NH:8][C:9]1[CH:14]=[C:13]([C:15]2[C:16]([C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)=[N:17][N:18]([C:20]3[CH2:25][CH2:24][C:23](=[O:26])[NH:22][N:21]=3)[CH:19]=2)[CH:12]=[CH:11][N:10]=1)(=[O:7])[CH3:6].[ClH:34]>C(OCC)(=O)C>[ClH:34].[C:5]([NH:8][C:9]1[CH:14]=[C:13]([C:15]2[C:16]([C:27]3[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=3)=[N:17][N:18]([C:20]3[CH2:25][CH2:24][C:23](=[O:26])[NH:22][N:21]=3)[CH:19]=2)[CH:12]=[CH:11][N:10]=1)(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 10453106HCID 10453106, compound

Product 1

HCID 69414776HCID 69414776, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 0.60 ml of a dimethylsulfoxide solution containing 58.9 mg (0.15 mmol) of 4-(2-acetylaminopyridin-4-yl)-3-(4-fluorophenyl)-1-(1,4,5,6-tetrahydro-6-oxopyridazin-3-yl)-1H-pyrazole obtained in Example 57 was added 15.5 μl (0.18 mmol) of 12N hydrochloric acid at 45° C. over 1 minute, and the mixture was stirred at the same temperature for 15 minutes. Then, 3 ml of ethyl acetate was added to the mixture over 10 minutes, and after gradually cooling the mixture to room temperature, the mixture was further stirred for 30 minutes. Formed crystals were collected by filtration, washed with 3 ml of ethyl acetate, and dried under reduced pressure to obtain 63.5 mg of the title compound as a white powder. (Yield: 99%)

Workup

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

Sources & evidence

ORD record
ord-83a7b3b2f3684de792f52be5fd5d33fd
Source dataset
uspto-grants-2007_11
Patent number
US07294625B2

Reaction notes

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