Reaktion #57102

ord-7eac7bfd93894c7d8d57c3b0d3120164

Reaktionsgleichung

Cl.Cl.N[C@H]1CCN(CC(c2cccc(OC(F)(F)F)c2)C2(O)CCCCC2)C1
1-{2-[(3S)-3-aminopyrrolidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethyl}cyclohexanol dihydrochloride
CC(C)(C)OC(=O)N[C@H]1CCN(C(=O)C(c2cccc(OC(F)(F)F)c2)C2(O)CCCCC2)C1
tert-butyl ((3S)-1-{(1-hydroxycyclohexyl)[3-(trifluoromethoxy)phenyl]acetyl}pyrrolidin-3-yl)carbamate
→
CC(c1cccc(OC(F)(F)F)c1)C1(O)CCCCC1N1CC[C@H](N)C1.Cl.Cl
2-[(3S)-3-aminopyrrolidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethylcyclohexanol Dihydrochloride

Edukte

Cl.Cl.N[C@H]1CCN(CC(c2cccc(OC(F)(F)F)c2)C2(O)CCCCC2)C1
1-{2-[(3S)-3-aminopyrrolidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethyl}cyclohexanol dihydrochloride
CC(C)(C)OC(=O)N[C@H]1CCN(C(=O)C(c2cccc(OC(F)(F)F)c2)C2(O)CCCCC2)C1
tert-butyl ((3S)-1-{(1-hydroxycyclohexyl)[3-(trifluoromethoxy)phenyl]acetyl}pyrrolidin-3-yl)carbamate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In an analogous manner to Example 1, step 2, 1-{2-[(3S)-3-aminopyrrolidin-1-yl]-1-[3-(trifluoromethoxy)phenyl]ethyl}cyclohexanol dihydrochloride was prepared from tert-butyl ((3S)-1-{(1-hydroxycyclohexyl)[3-(trifluoromethoxy)phenyl]acetyl}pyrrolidin-3-yl)carbamate MS (ESI) m/z 373; HRMS: calcd for C19H27F3N2O2+H, 373.21029; found (ESI, [M+H]+), 373.2106.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07419980B2uspto-grants-2008_09