Hydrogen Bromide → 1353151-22-0

HRID 1428309Notes

Reaction equation

HRID 1428309 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:21]([NH:23][C:24]2[CH:25]=[C:26]([C:36]([F:39])([F:38])[F:37])[CH:27]=[C:28]([N:30]3[CH:34]=[N:33][C:32]([CH3:35])=[CH:31]3)[CH:29]=2)=[O:22])=[CH:6][C:7]=1[NH:8][C:9]1[N:10]=[CH:11][CH:12]=[C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[N:19][CH:20]=2)[N:14]=1.[BrH:40]>CC(OC)(C)C>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:21]([NH:23][C:24]2[CH:25]=[C:26]([C:36]([F:38])([F:39])[F:37])[CH:27]=[C:28]([N:30]3[CH:34]=[N:33][C:32]([CH3:35])=[CH:31]3)[CH:29]=2)=[O:22])=[CH:6][C:7]=1[NH:8][C:9]1[N:10]=[CH:11][CH:12]=[C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[N:19][CH:20]=2)[N:14]=1.[BrH:40]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 644241Nilotinib

Product 1

HCID 565926751353151-22-0

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Conditions

Temperature
40 °C

Procedure

Nilotinib base (0.5 g, 0.94 mmol) was dissolved in TFE (5 mL, 10V) to obtain a mixture. The mixture was stirred at 40° C. HBr (48% aq., 0.175 g, 1.1 eq) was added to the resulting clear pale yellow solution. The solution was stirred at 40° C. for 5 h. The mixture was then cooled to 5° C. while stirring for 16 h. The resulting precipitate was isolated by filtration to give Nilotinib hydrobromide form I.

Workup

  1. customto obtain a mixture
  2. stirringThe solution was stirred at 40° C. for 5 h
  3. temperatureThe mixture was then cooled to 5° C.
  4. stirringwhile stirring for 16 h
  5. customThe resulting precipitate was isolated by filtration

Sources & evidence

ORD record
ord-fb56599793da4f4290059c36af3debc7
Source dataset
uspto-grants-2015_01
Patent number
US08937082B2

Reaction notes

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