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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1424907Generated: October 25, 2026

O-Methylhydroxylamine → cis(+/-)-2-(4-{[(4-Chloro-5-methyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-N-methoxy-1,3-thiazole-5-carboxamide

https://huagongshe.com/reaction/1424907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-MethylhydroxylamineHCID 4113—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactantcis(+/-)-2-(4-{[(4-chloro-5-methyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-1,3-thiazole-5-carboxylic acidHCID 86648460—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Productcis(+/-)-2-(4-{[(4-Chloro-5-methyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-N-methoxy-1,3-thiazole-5-carboxamideHCID 8664845918%

Reaction Steps

The same operation as in Example (1g) was performed using cis(±)-2-(4-{[(4-chloro-5-methyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-1,3-thiazole-5-carboxylic acid obtained by the method described in Example (5f) (17 mg, 0.045 mmol), O-methylhydroxylamine (15 mg, 0.18 mmol), WSC hydrochloride (0.46 g, 0.24 mmol) and DMAP (5 mg, 0.042 mmol), to obtain 3.5 mg of the title compound as a white solid (18%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-190d6bd824304a9e937750910c3cf35e
Source noteuspto-grants-2015_01