Reaktion #72069

ord-6b856fc8b9f14acdae71c2e7211112fe

Reaktionsgleichung

CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1Cl.Cl
cis(±)-4-chloro-5-ethyl-N-(3-methoxypiperidin-4-yl)-1H-imidazole-2-carboxamide hydrochloride
CCOC(=O)c1cc(Cl)nc(Cl)c1
ethyl 2,6-dichloro-pyridine-4-carboxylate
CCN(C(C)C)C(C)C
diisopropylethylamine
→
CCc1[nH]c(C(=O)N[C@H]2CCN(c3cc(C(=O)OC)cc(Cl)n3)C[C@H]2OC)nc1Cl
title compound
CCc1[nH]c(C(=O)N[C@H]2CCN(c3cc(C(=O)OC)cc(Cl)n3)C[C@H]2OC)nc1Cl
Methyl cis(±)-2-chloro-6-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)pyridine-4-carboxylate

Edukte

CCc1[nH]c(C(=O)N[C@H]2CCNC[C@H]2OC)nc1Cl.Cl
cis(±)-4-chloro-5-ethyl-N-(3-methoxypiperidin-4-yl)-1H-imidazole-2-carboxamide hydrochloride
CCOC(=O)c1cc(Cl)nc(Cl)c1
ethyl 2,6-dichloro-pyridine-4-carboxylate
CCN(C(C)C)C(C)C
diisopropylethylamine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The same operation as in Example (158a) was performed using cis(±)-4-chloro-5-ethyl-N-(3-methoxypiperidin-4-yl)-1H-imidazole-2-carboxamide hydrochloride obtained in Example (159a) (107 mg, 0.33 mmol), ethyl 2,6-dichloro-pyridine-4-carboxylate (65 mg, 0.32 mmol) and diisopropylethylamine (122 mg, 0.95 mmol), to obtain the title compound as a yellow brown oily substance.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08536197B2uspto-grants-2013_09