2-Methoxyethylamine → HCID 131730859, compound

HRID 43530Notes

Reaction equation

HRID 43530 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([C:18]3[S:19][C:20]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:21]([C:23]([OH:25])=O)[N:22]=3)[CH2:14][C@H:13]2[O:31][CH2:32][CH2:33][CH3:34])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].[CH3:35][O:36][CH2:37][CH2:38][NH2:39].CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1>>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:17][CH2:16][N:15]([C:18]3[S:19][C:20]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:21]([C:23](=[O:25])[NH:39][CH2:38][CH2:37][O:36][CH3:35])[N:22]=3)[CH2:14][C@H:13]2[O:31][CH2:32][CH2:33][CH3:34])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

5

Reactant 4

HCID 80182-MethoxyethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86648539HCID 86648539, compound

Product 1

HCID 131730859HCID 131730859, compoundYield 63%

Procedure

The same operation as in Example (1g) was performed using cis(±)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-propoxypiperidin-1-yl)-5-(ethoxycarbonyl)-1,3-thiazole-4-carboxylic acid obtained in Example (74c) (222 mg, 0.43 mmol), methoxyethylamine (0.1 mL, 1.15 mmol), WSC hydrochloride (260 mg, 1.36 mmol) and HOBT (55 mg, 0.41 mmol), to obtain 154.6 mg of the title compound as a white solid (63%).

Sources & evidence

ORD record
ord-f72b6d7a182d4fb6abcae611100385bd
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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