Trifluoroacetic acid → HCID 66732991, compound

HRID 1966844Notes

Reaction equation

HRID 1966844 reaction equation
FC(F)(F)C(O)=O.[CH2:8]([N:10]1[C:14]2=[N:15][CH:16]=[C:17]([C:31]3[CH2:38][C:34]4([CH2:37][CH2:36][CH2:35]4)[O:33][N:32]=3)[C:18]([NH:19][CH:20]3[CH2:23][CH:22]([C:24]([O:26]C(C)(C)C)=[O:25])[CH2:21]3)=[C:13]2[CH:12]=[N:11]1)[CH3:9]>ClC(Cl)C.C(OCC)(=O)C>[CH2:8]([N:10]1[C:14]2=[N:15][CH:16]=[C:17]([C:31]3[CH2:38][C:34]4([CH2:35][CH2:36][CH2:37]4)[O:33][N:32]=3)[C:18]([NH:19][CH:20]3[CH2:21][CH:22]([C:24]([OH:26])=[O:25])[CH2:23]3)=[C:13]2[CH:12]=[N:11]1)[CH3:9]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66732708HCID 66732708, compound

Product 1

HCID 66732991HCID 66732991, compound

Reagents, catalysts & solvents 2

HCID 63651,1-DichloroethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Trifluoroacetic acid (4 equivalent) is added to the solution of tert-butyl 3-{[1-ethyl-5-(5-oxa-6-azaspiro[3.4]oct-6-en-7-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}cyclobutanecarboxylate (1 equivalent) (example 9) in dichloroethane and the reaction mixture is stirred at room temperature for about 2 hours under inert atmosphere. It is cooled and diluted with ethyl acetate. The organic layer is washed with saturated sodium bicarbonate, water and brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to get the title compound.

Workup

  1. temperatureIt is cooled
  2. washThe organic layer is washed with saturated sodium bicarbonate, water and brine
  3. dry with materialdried over anhydrous sodium sulphate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-cd496843eac94dcb88a6343962c0ce2e
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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