Reaktion #157142

ord-77a9c755f159463dbd057e9c4fac2105

Reaktionsgleichung

On1nnc2cccnc21
HOAt
CC(C)(C)OC(=O)Nc1cc(-c2ccncc2N)nc(C(F)(F)F)n1
tert-butyl 6-(3-aminopyridin-4-yl)-2-(trifluoromethyl)pyrimidin-4-ylcarbamate
O=C(O)c1cccc(Br)n1
6-bromopicolinic acid
ClCCCl
EDC
→
CC(C)(C)OC(=O)Nc1cc(-c2ccncc2NC(=O)c2cccc(Br)n2)nc(C(F)(F)F)n1
tert-butyl 6-(3-(6-bromopicolinamido)pyridin-4-yl)-2-(trifluoromethyl)pyrimidin-4-ylcarbamate
Ausbeute 95.0%

Edukte

On1nnc2cccnc21
HOAt
CC(C)(C)OC(=O)Nc1cc(-c2ccncc2N)nc(C(F)(F)F)n1
tert-butyl 6-(3-aminopyridin-4-yl)-2-(trifluoromethyl)pyrimidin-4-ylcarbamate
O=C(O)c1cccc(Br)n1
6-bromopicolinic acid
ClCCCl
EDC

Reagenzien

Keine

Lösungsmittel

CN1CCCC1=O
NMP

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Method 27 was followed using tert-butyl 6-(3-aminopyridin-4-yl)-2-(trifluoromethyl)pyrimidin-4-ylcarbamate (1.0 equiv.), 6-bromopicolinic acid (1.0 equiv.), EDC (1.0 equiv.), and HOAt (1.0 equiv.) in NMP yielding tert-butyl 6-(3-(6-bromopicolinamido)pyridin-4-yl)-2-(trifluoromethyl)pyrimidin-4-ylcarbamate>95% yield. LCMS (m/z): 539/541 (MH+); LC Rt=3.97 min.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822497B2uspto-grants-2014_09