Trifluoroacetic acid → HCID 178482071, compound

HRID 45867Notes

Reaction equation

HRID 45867 reaction equation
COC1C=CC(C[N:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([NH:19][CH3:20])[CH:14]=3)[C:10]([C:21]3[CH:22]=[C:23]([NH:27][C:28]([NH:30][C:31]4[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][CH:32]=4)=[O:29])[CH:24]=[CH:25][CH:26]=3)=[N:9]2)=CC=1.FC(F)(F)C(O)=O>C(OCC)C>[CH3:20][NH:19][C:15]1[CH:14]=[C:13]([C:11]2[C:10]([C:21]3[CH:22]=[C:23]([NH:27][C:28]([NH:30][C:31]4[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:38])[F:39])=[CH:33][CH:32]=4)=[O:29])[CH:24]=[CH:25][CH:26]=3)=[N:9][NH:8][CH:12]=2)[CH:18]=[CH:17][N:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 671843231-(3-{1-(4-methoxybenzyl)-4-[2-(methylamino)pyridin-4-yl]-1H-pyrazol-3-yl}phenyl)-3-[4-(trifluoromethyl)phenyl]urea

Product 1

HCID 178482071HCID 178482071, compoundYield 63.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
70 °C

Procedure

200 mg (0.35 mmol) of 1-(3-{1-(4-methoxybenzyl)-4-[2-(methylamino)pyridin-4-yl]-1H-pyrazol-3-yl}phenyl)-3-[4-(trifluoromethyl)phenyl]urea were dissolved with 10 ml of trifluoroacetic acid and the solution was stirred at 70° C. for 6 hours. The solvent was then evaporated and the residue taken up with dichloromethane and washed with aqueous sodium hydrogenocarbonate. The organic layer was dried over sodium sulphate and evaporated again, affording, after trituration with diethylether, 100 mg (63%) of the title compound.

Workup

  1. customThe solvent was then evaporated
  2. washwashed with aqueous sodium hydrogenocarbonate
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated again
  5. customaffording

Sources & evidence

ORD record
ord-0881357f3db34e27bcd454017bf8c670
Source dataset
uspto-grants-2013_09
Patent number
US08541575B2

Reaction notes

Loading…