Reaction #68787

ord-24974738b50841588541457f1be06b46

Reaction equation

CC(NC(=O)OC(C)(C)C)c1ccc(N2CC(Oc3ccc(OCC4CC4)cc3)C2)cc1
(1-{4-[3-(4-cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester
O=C(O)C(F)(F)F
TFA
→
C[C@H](N)c1ccc(N2CC(Oc3ccc(OCC4CC4)cc3)C2)cc1
(S)-1-{4-[3-(4-Cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethylamine

Reactants

CC(NC(=O)OC(C)(C)C)c1ccc(N2CC(Oc3ccc(OCC4CC4)cc3)C2)cc1
(1-{4-[3-(4-cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester
O=C(O)C(F)(F)F
TFA

Reagents

None

Solvents

ClCCl
DCM

Conditions

Temperature
0°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Procedure

130 mg (0.30 mmol) (1-{4-[3-(4-cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester are added to 2 mL DCM and the mixture is cooled to 0° C. 0.03 mL TFA is added and stirring is continued for 1 h at 0° C. The solution as such is used directly for subsequent reactions.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08530461B2uspto-grants-2013_09