Trifluoroacetic acid → HCID 178525886, compound

HRID 2059732Notes

Reaction equation

HRID 2059732 reaction equation
[OH:1][C:2]1[C:7]([C:8]([NH:10][CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])=[O:9])=[CH:6][N:5]=[C:4]([N:19]2[CH:23]=[CH:22][CH:21]=[N:20]2)[N:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:1][C:2]1[C:7]([C:8]([NH:10][CH2:11][C:12]([OH:14])=[O:13])=[O:9])=[CH:6][N:5]=[C:4]([N:19]2[CH:23]=[CH:22][CH:21]=[N:20]2)[N:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178451284HCID 178451284, compound

Product 1

HCID 178525886HCID 178525886, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-butyl N-{[4-hydroxy-2-(1H-pyrazol-1-yl)pyrimidin-5-yl]carbonyl}glycinate (140 mg, 0.44 mmol, prepared in similar fashion to that of the preceding examples) was dissolved in DCM (1 mL) and TFA (1 mL) was added. The reaction was stirred at rt for 4 h, concentrated and partially dissolved in EtOAc and hexane was added to precipitate the desired compound. The product was isolated affording the title compound. HPLC/MS: 264.0 (M+1); Rt=0.65 min.

Workup

  1. concentrationconcentrated
  2. dissolutionpartially dissolved in EtOAc
  3. additionhexane was added
  4. customto precipitate the desired compound
  5. customThe product was isolated

Sources & evidence

ORD record
ord-41cbdeb9c7b844919cfb9994475e0664
Source dataset
uspto-grants-2012_10
Patent number
US08278304B2

Reaction notes

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