Sodium Carbonate → 2,2-Difluoro-2-(quinolin-6-yl)acetohydrazide

HRID 469186Notes

Reaction equation

HRID 469186 reaction equation
CS([O-])(=O)=O.[F:6][C:7]([F:33])([C:18]1N2N=C(C3C=NN(C)C=3)C=CC2=[N:20][N:19]=1)[C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2.C(=O)([O-])[O-:35].[Na+].[Na+]>C(OCC)(=O)C.O>[F:6][C:7]([F:33])([C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][CH:12]=[CH:11]2)[C:18]([NH:19][NH2:20])=[O:35]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 85257MethanesulfonateHCID 469118636-(Difluoro(6-(1-methyl-1H-pyrazol-4-yl)-1,2,4-triazolo(4,3-b)pyridazin-3-yl)methyl)quinoline2×

Product 1

HCID 589552502,2-Difluoro-2-(quinolin-6-yl)acetohydrazide

Reagents, catalysts & solvents 1

HCID 22728543Water ethylacetateSolvent

Procedure

Methanesulphonate (mesylate) salt of the compound of formula (I) (8.7 g) is dissolved in ethyl acetate/water mixture (50/50 vol/vol; 400 mL). Addition of sodium carbonate (2.5 g) liberates the free base form of the compound of formula (I) which crystallises from the solvent mixture. The solids are filtered, washed and dried at 50° C. to provide 6.53 g of Form III.

Workup

  1. customcrystallises from the solvent mixture
  2. filtrationThe solids are filtered
  3. washwashed
  4. customdried at 50° C.

Sources & evidence

ORD record
ord-59e24965c87a4a1fa2b3e825440f74db
Source dataset
uspto-grants-2014_01
Patent number
US08629144B2

Reaction notes

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