Trifluoroacetic acid → HCID 66732712, compound

HRID 1966834Notes

Reaction equation

HRID 1966834 reaction equation
[CH2:1]([N:3]1[C:7]2=[N:8][CH:9]=[C:10]([C:26]3[CH2:30][C:29]4([CH2:34][CH2:33][CH2:32][CH2:31]4)[O:28][N:27]=3)[C:11]([NH:12][CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2].FC(F)(F)C(O)=O>ClCCl.C(=O)(O)[O-].[Na+]>[CH2:1]([N:3]1[C:7]2[N:8]=[CH:9][C:10]([C:26]3[CH2:30][C:29]4([CH2:34][CH2:33][CH2:32][CH2:31]4)[O:28][N:27]=3)=[C:11]([NH:12][CH:13]3[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]3)[C:6]=2[CH:5]=[N:4]1)[CH3:2]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66732411HCID 66732411, compound

Product 1

HCID 66732712HCID 66732712, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 516892Sodium BicarbonateSolvent

Procedure

Tert-butyl 4-{[1-ethyl-5-(1-oxa-2-azaspiro[4.4]non-2-en-3-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]amino}piperidine-1-carboxylate (950 mg, 0.00196 mole) (example 9) was taken in dichloromethane. At 0° C., trifluoroacetic acid (10 ml) was added and the reaction mixture was stirred at room temperature for about 2 hours. It was diluted with dichloromethane and basified with saturated sodium bicarbonate solution. The organic layer was separated, washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to get the title compound.

Workup

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried over anhydrous sodium sulphate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3299d589a45042519f72555303bce800
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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