Trifluoroacetic acid → HCID 9899783, compound

HRID 396399Notes

Reaction equation

HRID 396399 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]1[NH:10][N:11]=[C:12]([C:14]2[O:18][C:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:16][C:15]=2[CH3:25])[CH:13]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:25][C:15]1[N:16]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[O:18][C:14]=1[C:12]1[CH:13]=[C:9]([CH2:8][NH2:7])[NH:10][N:11]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10132810HCID 10132810, compound

Product 1

HCID 9899783HCID 9899783, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the above-prepared [5-(4-Methyl-2-phenyl-oxazol-5-yl)-2H-pyrazol-3-ylmethyl]-carbamic acid tert-butyl ester (258 mg, 0.728 mmole, 1.0 eq) in dry CH2Cl2 (4 ml) was treated with trifluoroacetic acid (1 ml, excess) and the brown homogeneous mixture stirred under nitrogen at room temperature for one hour. The mixture was partitioned between CH2Cl2 and 1.0N NaOH, the organic phase washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give 177 mg (96%) of the title compound as an off-white solid. The crude solid was used without further purification.

Workup

  1. customThe mixture was partitioned between CH2Cl2 and 1.0N NaOH
  2. washthe organic phase washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ca7ae686aaf84cf5a5e83d0e0edd38d7
Source dataset
uspto-grants-2003_08
Patent number
US06608087B1

Reaction notes

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