Trifluoroacetic acid → HCID 22563522, compound

HRID 1716540Notes

Reaction equation

HRID 1716540 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11]1[S:12][C:13]([CH3:17])=[C:14]([CH3:16])[N:15]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:16][C:14]1[N:15]=[C:11]([NH:10][CH2:9][CH2:8][NH2:7])[S:12][C:13]=1[CH3:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86597775HCID 86597775, compound

Product 1

HCID 22563522HCID 22563522, compoundYield 24.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of [2-(4,5-dimethyl-thiazol-2-ylamino)-ethyl]-carbamic acid tert-butyl ester (2.71 g) in methylene chloride (50 ml) was treated with TFA (5 ml) overnight at RT and 1 hour at 60° C. The solvent was evaporated. Ethyl acetate and 1N HCl were added. The separated aqueous layer was extracted under basic conditions with ethyl acetate. The obtained organic layer washed with brine, dried (MgSO4) and evaporated yielding 0.42 g of a light yellow oil.

Workup

  1. customThe solvent was evaporated
  2. additionEthyl acetate and 1N HCl were added
  3. extractionThe separated aqueous layer was extracted under basic conditions with ethyl acetate
  4. washThe obtained organic layer washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-ad8710dbf5c1408d8f9f892500d38e50
Source dataset
uspto-grants-2010_09
Patent number
US07803819B2

Reaction notes

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