Sodium Carbonate → HCID 86648793, compound

HRID 43857Notes

Reaction equation

[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@@H:12]2[CH2:17][CH2:16][NH:15][CH2:14][C@H:13]2[NH:18][CH2:19][CH2:20][CH3:21])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].Br[C:23]1[S:24][C:25]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[C:26]([CH3:28])[N:27]=1.C(=O)([O-])[O-].[Na+].[Na+]>>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@@H:12]2[CH2:17][CH2:16][N:15]([C:23]3[S:24][C:25]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[C:26]([CH3:28])[N:27]=3)[CH2:14][C@H:13]2[NH:18][CH2:19][CH2:20][CH3:21])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

Reactant 3

HCID 10340Sodium Carbonate

HCID 2824057Ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate

HCID 86648790HCID 86648790, compound

Product 1

HCID 86648793HCID 86648793, compoundYield 85%

Procedure

The same operation as in Example (196c) was performed using trans(±)-4-chloro-5-ethyl-N-[3-(propylamino)piperidin-4-yl]-1H-imidazole-2-carboxamide obtained in Example (205a) (10.0 mg, 0.032 mmol), ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate (9 mg, 0.035 mmol) and sodium carbonate (10 mg, 0.096 mmol), to obtain 13 mg of the title compound (85%) as a colorless solid.

Sources & evidence

ORD record: ord-e20dbf6d685d4b76afb18464b85e4121
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536197B2

Reaction notes

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