1-Hydroxybenzotriazole → Ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylate

HRID 43793Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 43793
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:11]([CH3:19])=[CH:10][N:9]=2)[CH2:4][C@H:3]1[O:20][CH3:21].[Cl:22][C:23]1[N:24]=[C:25]([C:30](O)=[O:31])[NH:26][C:27]=1[CH2:28][CH3:29].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>>[Cl:22][C:23]1[N:24]=[C:25]([C:30]([NH:1][C@H:2]2[CH2:7][CH2:6][N:5]([C:8]3[CH:13]=[C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:11]([CH3:19])=[CH:10][N:9]=3)[CH2:4][C@H:3]2[O:20][CH3:21])=[O:31])[NH:26][C:27]=1[CH2:28][CH3:29]

Komponenten

5

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 675489294-chloro-5-ethyl-1H-imidazole-2-carboxylic acid2×HCID 86648743Ethyl cis(+/-)-2-(4-amino-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylate

Produkt 1

HCID 86648742Ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylate

Versuchsvorschrift

The same operation as in Example (1g) was performed using ethyl cis(±)-2-(4-amino-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylate obtained in Example (180b) (26.1 mg, 0.09 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (14.8 mg, 0.08 mmol), WSC hydrochloride (48.8 mg, 0.25 mmol) and HOBt (11.5 mg, 0.08 mmol), to obtain 28.8 mg of the title compound as a yellow oily substance (76%).

Aufarbeitung

  1. customobtained by the method

Quellen und Nachweise

ORD-Eintrag
ord-32d81b9deb074a1dbd8960600139cb88
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536197B2

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