Glutaric Acid → HCID 86688188, compound

HRID 1428279Notes

Reaction equation

HRID 1428279 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.[C:40]([OH:48])(=[O:47])[CH2:41][CH2:42][CH2:43][C:44]([OH:46])=[O:45]>>[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.[C:40]([O-:48])(=[O:47])[CH2:41][CH2:42][CH2:43][C:44]([O-:46])=[O:45]

Participants

3

Reactant 2

HCID 743Glutaric AcidHCID 644241Nilotinib

Product 1

HCID 86688188HCID 86688188, compound

Conditions

Temperature
5 °C

Procedure

Nilotinib base (0.300 g, 0.57 mmol) was dissolved in TFE (2 mL) at 40° C. to obtain a mixture. The mixture was stirred and added to a solution of glutaric acid (0.15 g, 1.14 mmol) in TFE (1 mL) at 40° C. The resulting clear solution was stirred for about 4 h at 40° C. and subsequently cooled to 5° C. and kept at this temperature overnight leading to precipitation. The precipitate was filtered and the filter cake was dried at 60° C. in a vacuum oven over 2 days to give Nilotinib glutarate form III.

Workup

  1. customto obtain a mixture
  2. stirringThe resulting clear solution was stirred for about 4 h at 40° C.
  3. customkept at this temperature overnight
  4. customleading to precipitation
  5. filtrationThe precipitate was filtered
  6. customthe filter cake was dried at 60° C. in a vacuum oven over 2 days

Sources & evidence

ORD record
ord-349e6a6915464057852197a76d765f54
Source dataset
uspto-grants-2015_01
Patent number
US08937082B2

Reaction notes

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