Diethyl Ether → HCID 178508384, compound

HRID 45880Notes

Reaction equation

HRID 45880 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:22]3[CH:23]=[C:24]([NH:28][S:29]([C:32]4[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:33]=4[F:39])(=[O:31])=[O:30])[CH:25]=[CH:26][CH:27]=3)=[N:10][N:11](CC3C=CC(OC)=CC=3)[CH:12]=2)[CH:5]=[CH:4][N:3]=1.C(OCC)C>FC(F)(F)C(O)=O>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:22]3[CH:23]=[C:24]([NH:28][S:29]([C:32]4[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:33]=4[F:39])(=[O:30])=[O:31])[CH:25]=[CH:26][CH:27]=3)=[N:10][NH:11][CH:12]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 67184347N-{3-[4-(2-aminopyrimidin-4-yl)-1-(4-methoxybenzyl)-1H-pyrazol-3-yl]phenyl}-2,5-difluorobenzenesulfonamide

Product 1

HCID 178508384HCID 178508384, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
70 °C

Procedure

80 mg (0.14 mmol) of N-{3-[4-(2-aminopyrimidin-4-yl)-1-(4-methoxybenzyl)-1H-pyrazol-3-yl]phenyl}-2,5-difluorobenzenesulfonamide were dissolved in 5 ml of trifluoroacetic acid and the resulting solution was heated at 70° C. under stirring for 2 hours. The solvent was removed in vacuo and the residue taken up with dichloromethane and washed with aqueous sodium hydrogenocarbonate. The organic phase was then dried over sodium sulphate and evaporated, giving, after trituration with diethylether, 10 mg (17%) of the title compound.

Workup

  1. customThe solvent was removed in vacuo
  2. washwashed with aqueous sodium hydrogenocarbonate
  3. dry with materialThe organic phase was then dried over sodium sulphate
  4. customevaporated
  5. customgiving

Sources & evidence

ORD record
ord-671b68912bca4f289de3ecbd291013b9
Source dataset
uspto-grants-2013_09
Patent number
US08541575B2

Reaction notes

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