2,2,2-Trifluoroethanol → HCID 86688184, compound

HRID 1428267Notes

Reaction equation

HRID 1428267 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.FC(F)(F)CO.[C:46]([OH:53])(=[O:52])/[CH:47]=[CH:48]/[C:49]([OH:51])=[O:50]>>[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:46]([O-:53])(=[O:52])/[CH:47]=[CH:48]/[C:49]([O-:51])=[O:50]

Participants

4

Reactant 3

HCID 64092,2,2-TrifluoroethanolHCID 444972Fumaric AcidHCID 644241Nilotinib

Product 1

HCID 86688184HCID 86688184, compound

Conditions

Temperature
40 °C

Procedure

To a 50 ml flask was added Nilotinib base (0.5 g, 0.94 mmol) and 2,2,2-trifluoroethanol (TFE) (5 ml). A clear solution was obtained. Fumaric acid (0.11 g, 1.03 mmol) was added, and the reaction was stirred at 40° C. for 1 hour. Then it was cooled to room temperature (20-30° C.) and stirred for 2 days. The solvent was then evaporated. A thick yellow paste was obtained, which was dried in a vacuum oven at 60° C. for 2 days to give Nilotinib fumarate form I.

Workup

  1. customA clear solution was obtained
  2. temperatureThen it was cooled to room temperature (20-30° C.)
  3. stirringstirred for 2 days
  4. customThe solvent was then evaporated
  5. customA thick yellow paste was obtained
  6. customwhich was dried in a vacuum oven at 60° C. for 2 days

Sources & evidence

ORD record
ord-c9e2f20aced84833bf12150f2f17e802
Source dataset
uspto-grants-2015_01
Patent number
US08937082B2

Reaction notes

Loading…