Trifluoroacetic acid → HCID 86647596, compound

HRID 1966808Notes

Reaction equation

HRID 1966808 reaction equation
FC(F)(F)C(O)=O.[CH2:8]([NH:15][C:16]1[C:21]([C:22]([N:24]([O:26][CH3:27])[CH3:25])=[O:23])=[CH:20][N:19]=[C:18]2[N:28](CC3C=CC(OC)=CC=3)[N:29]=[CH:30][C:17]=12)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>ClC(Cl)C.C(OCC)(=O)C>[CH2:8]([NH:15][C:16]1[C:21]([C:22]([N:24]([O:26][CH3:27])[CH3:25])=[O:23])=[CH:20][N:19]=[C:18]2[NH:28][N:29]=[CH:30][C:17]=12)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86647597HCID 86647597, compound

Product 1

HCID 86647596HCID 86647596, compound

Reagents, catalysts & solvents 2

HCID 63651,1-DichloroethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Trifluoroacetic acid (5.35 ml, 69.6 mmol) was added to the solution of 4-(benzylamino)-N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide (3 gm, 6.96 mmol) (example 6) in dichloroethane (20 ml) and the reaction mixture was refluxed for about 2 hours under inert atmosphere. It was cooled, diluted with ethyl acetate, 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. temperaturethe reaction mixture was refluxed for about 2 hours under inert atmosphere
  2. temperatureIt was cooled
  3. washwashed with saturated sodium bicarbonate, water and brine
  4. dry with materialdried over anhydrous sodium sulphate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-83826a93199b4818a1664d7a75f2766c
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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