Trifluoroacetic acid → 9-(2-(1H-Imidazol-1-yl)ethoxy)-3-azaspiro[5.5]undecane

HRID 1253724Notes

Reaction equation

HRID 1253724 reaction equation
C(O)(C(F)(F)F)=O.[N:8]1([CH2:13][CH2:14][O:15][CH:16]2[CH2:33][CH2:32][C:19]3([CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)[CH2:18][CH2:17]2)[CH:12]=[CH:11][N:10]=[CH:9]1>>[N:8]1([CH2:13][CH2:14][O:15][CH:16]2[CH2:33][CH2:32][C:19]3([CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[CH2:18][CH2:17]2)[CH:12]=[CH:11][N:10]=[CH:9]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66700676tert-butyl 9-(2-(1H-imidazol-1-yl)ethoxy)-3-azaspiro[5.5]undecane-3-carboxylate

Product 1

HCID 595054829-(2-(1H-Imidazol-1-yl)ethoxy)-3-azaspiro[5.5]undecane

Conditions

Temperature
25 °C

Procedure

TFA (6.25 ml) was added to a solution of tert-butyl 9-(2-(1H-imidazol-1-yl)ethoxy)-3-azaspiro[5.5]undecane-3-carboxylate (2.28 mmol, 1.0 eq.) in MC (25 ml) at 0° C. and the mixture was stirred at 25° C. for 2 h. The reaction mixture was concentrated under reduced pressure and the residue was azeotroped with MC to give the crude product which was used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was azeotroped with MC

Sources & evidence

ORD record
ord-b1455880a32146558c581dced2cff40e
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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