Reaktion #1704893

ord-d6e1efd2c9554fdc9498a23cfc8cf9f5

Reaktionsgleichung

Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(C(=O)O)cc1
4-[3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-benzoic acid
Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(C(=O)O)cc1
4-[3-(1-Methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-benzoic acid
CCOC(=O)CC1CCNCC1
2-(piperidin-4-yl)-acetic acid ethyl ester
CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F
BOP reagent
→
CCOC(=O)CC1CCN(C(=O)c2ccc(C(CC(=O)c3ccc(=O)n(C)c3)c3ccccc3C)cc2)CC1
title compound
CCOC(=O)CC1CCN(C(=O)c2ccc(C(CC(=O)c3ccc(=O)n(C)c3)c3ccccc3C)cc2)CC1
(1-{4-[3-(1-Methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-benzoyl}-piperidin-4-yl)-acetic acid ethyl ester

Edukte

Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(C(=O)O)cc1
4-[3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-benzoic acid
Cc1ccccc1C(CC(=O)c1ccc(=O)n(C)c1)c1ccc(C(=O)O)cc1
4-[3-(1-Methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-benzoic acid
CCOC(=O)CC1CCNCC1
2-(piperidin-4-yl)-acetic acid ethyl ester
CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F
BOP reagent

Reagenzien

Keine

Lösungsmittel

C1CCOC1
tetrahydrofuran

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In analogy to example 207, step 2, 4-[3-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-oxo-1-o-tolyl-propyl]-benzoic acid (example 207, step 1) was coupled with 2-(piperidin-4-yl)-acetic acid ethyl ester using BOP reagent in tetrahydrofuran to give the title compound as a light brown foam, MS (ESI+): m/z=529.3 [M+H]+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08765730B2uspto-grants-2014_07