HCID 68981620, compound → HCID 21098067, compound

HRID 1351164Notes

Reaction equation

HRID 1351164 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:22]3[C:17](=[N:18][C:19]([S:23]([CH3:26])(=[O:25])=[O:24])=[N:20][CH:21]=3)[N:16]([CH3:27])[N:15]=2)=[CH:10][CH:9]=1)(C)(C)C>C(O)(C(F)(F)F)=O>[CH3:26][S:23]([C:19]1[N:18]=[C:17]2[N:16]([CH3:27])[N:15]=[C:14]([C:11]3[CH:12]=[CH:13][C:8]([NH2:7])=[CH:9][CH:10]=3)[C:22]2=[CH:21][N:20]=1)(=[O:25])=[O:24]

Participants

3

Reactant 1

HCID 68981620HCID 68981620, compound

Product 1

HCID 21098067HCID 21098067, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

[4-(6-Methanesulfonyl-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-phenyl]carbamic acid tert-butyl ester (1.49 g, 3.70 mmol) was treated with TFA (30% in CH2Cl2, 40 ml) at room temperature for 1 hr. Solvent was removed on rotavap and the residual was taken into 5% Na2CO3 (50 ml) and the product was extracted by CH2Cl2×10, the organic extracts were combined and washed by brine, drying and concentration left 750 mg as a light brown solid; LC/MS(m/e)=304 (MH+).

Workup

  1. customSolvent was removed on rotavap
  2. extractionthe product was extracted by CH2Cl2×10
  3. washwashed by brine
  4. customdrying
  5. concentrationconcentration
  6. waitleft 750 mg as a light brown solid

Sources & evidence

ORD record
ord-23f2f72a610c498d98efa7732316a2bf
Source dataset
uspto-grants-2007_05
Patent number
US07217710B2

Reaction notes

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