Trifluoroacetic acid → HCID 71060187, compound

HRID 1036736Notes

Reaction equation

HRID 1036736 reaction equation
C(OC([N:8]1[CH2:25][CH2:24][CH2:23][C:10]2([CH:13]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[N:12]([CH3:21])[C:11]2=[O:22])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH:13]2[C:10]3([CH2:23][CH2:24][CH2:25][NH:8][CH2:9]3)[C:11](=[O:22])[N:12]2[CH3:21])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71060289HCID 71060289, compound

Product 1

HCID 71060187HCID 71060187, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution comprising of rac-1-(4-Fluoro-phenyl)-2-methyl-3-oxo-2,6-diaza-spiro[3.5]nonane-6-carboxylic acid tert-butyl ester (830 mg, 2.38 mmol) and TFA (1 ml, 12.98 mmol) in DCM (15 ml) was stirred at RT overnight. The reaction mixture was concentrated in vacuo and the resulting crude product was dissolved with ethyl acetate and washed with a saturated solution of sodium bicarbonate. The organic layer was separated, dried (MgSO4) and concentrated in vacuo to yield a the title compound as a yellow oil;

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe resulting crude product was dissolved with ethyl acetate
  3. washwashed with a saturated solution of sodium bicarbonate
  4. customThe organic layer was separated
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1d5995b357f846b7a3800b84866611e2
Source dataset
uspto-grants-2013_10
Patent number
US08546416B2

Reaction notes

Loading…