Ethanesulfonic acid → HCID 131730226, compound

HRID 388527Notes

Reaction equation

HRID 388527 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[CH2:21][CH:20]([OH:22])[CH2:19]3)=[O:17])[CH:10]=2)[C:5]([F:23])=[CH:4][C:3]=1[NH:24][C:25]([CH2:27][C:28]1([CH2:31][C:32]([NH:34][C:35]2[CH:40]=[CH:39][C:38]([F:41])=[CH:37][CH:36]=2)=[O:33])[CH2:30][CH2:29]1)=[O:26].[CH2:42]([S:44]([OH:47])(=[O:46])=[O:45])[CH3:43]>C(O)C>[CH2:42]([S:44]([OH:47])(=[O:46])=[O:45])[CH3:43].[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][CH:20]([OH:22])[CH2:21]3)=[O:17])[CH:10]=2)[C:5]([F:23])=[CH:4][C:3]=1[NH:24][C:25]([CH2:27][C:28]1([CH2:31][C:32]([NH:34][C:35]2[CH:36]=[CH:37][C:38]([F:41])=[CH:39][CH:40]=2)=[O:33])[CH2:30][CH2:29]1)=[O:26]

Participants

4

Reactant 2

HCID 11668Ethanesulfonic acidHCID 131730221HCID 131730221, compound

Product 1

HCID 131730226HCID 131730226, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-{2,5-Difluoro-4-[(2-{[(3-hydroxyazetidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}-N′-(4-fluorophenyl)cyclopropane-1,1-dicarboxyamide (32.5 mg) was suspended in ethanol (0.325 ml). After adding ethanesulfonic acid (0.006 ml) at room temperature to form a solution, it was stirred at room temperature for 25 hours. The precipitate was collected by filtration and washed with ethanol (0.163 ml, 2 times). It was then dried under aeration at room temperature for 1 hour and dried with warm air at 60° C. for 12 hours to give the title compound (25.5 mg, 65%) as white crystals.

Workup

  1. customto form a solution, it
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with ethanol (0.163 ml, 2 times)
  4. customIt was then dried under aeration at room temperature for 1 hour
  5. customdried
  6. temperaturewith warm air at 60° C. for 12 hours

Sources & evidence

ORD record
ord-775a8e1b1911406ba9c1bbf30089b2db
Source dataset
uspto-grants-2013_02
Patent number
US08377938B2

Reaction notes

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