Trifluoroacetic acid → (2-Ethylthiazol-4-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate

Trifluoroacetic acid (20 mL) was added to a solution of tert-butyl 4-(2-ethylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate [Example 26, step a] (24 g) in dichloromethane (100 mL) and the mixture stirred at ambient temperature for 18 hours. The reaction mixture was diluted with toluene (50 mL) and concentrated in vacuo. The residue was dissolved in dichloromethane (50 mL), TFA (50 mL) was added and the mixture was stirred for 4 hours. The mixture was diluted with toluene (50 mL), concentrated in vacuo, the residue triturated with ether and the precipitated solid collected by filtration and dried to afford the subtitled compound as a white solid. Yield 28 g.

1. concentrationconcentrated in vacuo
2. dissolutionThe residue was dissolved in dichloromethane (50 mL)
3. additionTFA (50 mL) was added
4. stirringthe mixture was stirred for 4 hours
5. additionThe mixture was diluted with toluene (50 mL)
6. concentrationconcentrated in vacuo
7. customthe residue triturated with ether
8. filtrationthe precipitated solid collected by filtration
9. customdried

ORD record

ord-549c6826e3534c21946ae1c79e0d672c

Source dataset

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08476265B2