Hydrogen Bromide → HCID 131730224, compound

HRID 388525Notes

Reaction equation

HRID 388525 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].[BrH:42]>C(O)C>[BrH:42].[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 260Hydrogen BromideHCID 131730221HCID 131730221, compound

Product 1

HCID 131730224HCID 131730224, compoundYield 82%

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 48% aqueous hydrobromic acid (0.010 ml) at room temperature to form a solution, it was stirred at room temperature, for 23 hours. The precipitate was collected by filtration and washed with ethanol (0.163 ml, twice). It was then dried under aeration at room temperature for 1 hour and then dried with warm air at 60° C. for 12 hours to give the title compound (30.7 mg, 82%) as white crystals.

Workup

  1. customto form a solution, it
  2. filtrationThe precipitate was collected by filtration
  3. washwashed with ethanol (0.163 ml
  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-2dfc367b42d84429a6219c36a31d4e48
Source dataset
uspto-grants-2013_02
Patent number
US08377938B2

Reaction notes

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