Reaction #1776674

Reaction equation

Trifluoroacetic acid

tert-butyl 4-(2-phenylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate

Toluene

→

subtitled compound

(2-Phenylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

Solvents

DCM

Conditions

Workup

1. 1
   Otherthe mixture was evaporated in vacuo
2. 2
   workup.DISSOLUTIONThe yellow residue was dissolved in MeOH
3. 3
   WashThe cartridge was washed with MeOH
4. 4
   Washeluted with 2M ammonia in MeOH
5. 5
   OtherThe eluent was evaporated in vacuo

Procedure

Trifluoroacetic acid (3.8 mL) was added to a solution of tert-butyl 4-(2-phenylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 112, step a) (0.85 mg) in DCM (15.2 mL). The resulting mixture was stirred at RT for 1 h. Toluene (30 mL) was added and the mixture was evaporated in vacuo. The yellow residue was dissolved in MeOH and applied to a SCX cartridge pre-wetted with MeOH. The cartridge was washed with MeOH and eluted with 2M ammonia in MeOH. The eluent was evaporated in vacuo to give the subtitled compound as a brown oil. Yield 0.629 g.

Source