Water → HCID 131730216, compound

HRID 388509Notes

Reaction equation

HRID 388509 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]([N:18]3[CH2:23][CH2:22][CH:21]([N:24]4[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]4)[CH2:20][CH2:19]3)=[O:17])[CH:10]=2)[CH:5]=[CH:4][C:3]=1[NH:31][C:32]([CH2:34][C:35]1([CH2:38][C:39]([NH:41][C:42]2[CH:47]=[CH:46][C:45]([F:48])=[CH:44][CH:43]=2)=[O:40])[CH2:37][CH2:36]1)=[O:33].[C:49]([OH:56])(=[O:55])/[CH:50]=[CH:51]/[C:52]([OH:54])=[O:53].O>CC(O)C>[C:49]([OH:56])(=[O:55])/[CH:50]=[CH:51]/[C:52]([OH:54])=[O:53].[F:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]([N:18]3[CH2:19][CH2:20][CH:21]([N:24]4[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]4)[CH2:22][CH2:23]3)=[O:17])[CH:10]=2)[CH:5]=[CH:4][C:3]=1[NH:31][C:32]([CH2:34][C:35]1([CH2:38][C:39]([NH:41][C:42]2[CH:47]=[CH:46][C:45]([F:48])=[CH:44][CH:43]=2)=[O:40])[CH2:37][CH2:36]1)=[O:33]

Participants

5

Reactant 3

HCID 962Water2×HCID 444972Fumaric Acid2×HCID 131730213HCID 131730213, compound

Product 1

HCID 131730216HCID 131730216, compoundYield 64.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
50 °C

Procedure

After suspending N-(2-fluoro-4-{[2-({[4-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl}amino)pyridin-4-yl]oxy}phenyl)-N′-(4-fluorophenyl)cyclopropane-1,1-dicarboxyamide (65.3 mg) in 2-propanol (0.653 ml), fumaric acid (6.0 mg) was added. The suspension was sonicated and then stirred at 50° C. for 5 minutes. Water (0.0327 ml) was added and stirring was continued at the same temperature. 2-Propanol (0.653 ml) and water (0.0327 ml) were added and stirring was continued at the same temperature. Fumaric acid (6.0 mg) was added, and after stirring at the same temperature to form a solution, the mixture was further stirred overnight at room temperature. The precipitate was collected by filtration under a nitrogen atmosphere. They were then dried under aeration for 2 hours to give the title compound (26.0 mg, 34%) as white powder.

Workup

  1. additionwas added
  2. customThe suspension was sonicated
  3. stirringstirring
  4. stirringstirring
  5. stirringafter stirring at the same temperature
  6. customto form a solution
  7. waitthe mixture was further stirred overnight at room temperature
  8. filtrationThe precipitate was collected by filtration under a nitrogen atmosphere
  9. customThey were then dried under aeration for 2 hours

Sources & evidence

ORD record
ord-2b2b1832cff84ec7a2a31971f47137da
Source dataset
uspto-grants-2013_02
Patent number
US08377938B2

Reaction notes

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