1-Hydroxybenzotriazole → Methyl cis(+/-)-3-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethoxypiperidin-1-yl)benzoate

HRID 43787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 43787
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=2)[C:11]([O:13][CH3:14])=[O:12])[CH2:4][C@H:3]1[O:18][CH2:19][CH3:20].[Cl:21][C:22]1[N:23]=[C:24]([C:29](O)=[O:30])[NH:25][C:26]=1[CH2:27][CH3:28].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>>[Cl:21][C:22]1[N:23]=[C:24]([C:29]([NH:1][C@H:2]2[CH2:7][CH2:6][N:5]([C:8]3[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=3)[C:11]([O:13][CH3:14])=[O:12])[CH2:4][C@H:3]2[O:18][CH2:19][CH3:20])=[O:30])[NH:25][C:26]=1[CH2:27][CH3:28]

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 86648736Methyl cis(+/-)-3-(4-amino-3-ethoxypiperidin-1-yl)benzoate

Produkt 1

HCID 86648735Methyl cis(+/-)-3-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-ethoxypiperidin-1-yl)benzoate

Versuchsvorschrift

The same operation as in Example (1g) was performed using methyl cis(±)-3-(4-amino-3-ethoxypiperidin-1-yl)benzoate obtained in Example (177a) (24 mg, 0.09 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (15.1 mg, 0.09 mmol), WSC hydrochloride (49.7 mg, 0.26 mmol) and HOBt (11.7 mg, 0.09 mmol), to obtain 17.1 mg of the title compound as a yellow oily substance (46%).

Aufarbeitung

  1. customobtained by the method

Quellen und Nachweise

ORD-Eintrag
ord-c401f28bfc3942fbad47ef2e9f2fa09d
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536197B2

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