Trifluoroacetic acid → HCID 65440654, compound

HRID 252937Notes

Reaction equation

HRID 252937 reaction equation
C([N:8]1[CH2:11][CH:10]([N:12]([CH3:18])[C:13]2[S:14][CH:15]=[CH:16][N:17]=2)[CH2:9]1)(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:18][N:12]([C:13]1[S:14][CH:15]=[CH:16][N:17]=1)[CH:10]1[CH2:9][NH:8][CH2:11]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66862662HCID 66862662, compound

Product 1

HCID 65440654HCID 65440654, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 166 mg (0.62 mmol) of 1-Boc-3-(methyl(thiazol-2-yl)amino)azetidine in DCM (5 ml) was combined with 2.5 ml of TFA and stirred for 3 h at RT. The mixture was then evaporated under a vacuum. The residue was redissolved with water and washed with ether. The aqueous phase was adjusted to pH 11 with a 20% strength aq. NaOH soln. and saturated with common salt. The mixture was then extracted with chloroform and the organic phase was dried over MgSO4 and filtered. After removal of the solvents under a vacuum, 102 mg (0.60 mmol, 97%) of 3-(methyl(thiazol-2-yl)amino)azetidine were obtained.

Workup

  1. customThe mixture was then evaporated under a vacuum
  2. dissolutionThe residue was redissolved with water
  3. washwashed with ether
  4. extractionThe mixture was then extracted with chloroform
  5. dry with materialthe organic phase was dried over MgSO4
  6. filtrationfiltered
  7. customAfter removal of the solvents under a vacuum

Sources & evidence

ORD record
ord-792c8bb33cbe42d6b669824527a85e8b
Source dataset
uspto-grants-2011_01
Patent number
US07871999B2

Reaction notes

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