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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43550Generated: October 29, 2026

Cyclobutanone → Ethyl cis(+/-)-2-[4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(cyclobutylamino)piperidin-1-yl]-1,3-benzothiazole-7-carboxylate

https://huagongshe.com/reaction/43550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclobutanoneHCID 14496—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantEthyl cis(+/-)-2-(3-amino-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-benzothiazole-7-carboxylateHCID 86648558—
ProductEthyl cis(+/-)-2-[4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-(cyclobutylamino)piperidin-1-yl]-1,3-benzothiazole-7-carboxylateHCID 8664856753%

Reaction Steps

The same operation as in Example (77d) was performed using ethyl cis(±)-2-(3-amino-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}piperidin-1-yl)-1,3-benzothiazole-7-carboxylate obtained by the method described in Example (81e) (30 mg, 0.063 mmol), cyclobutanone (95 μL, 1.27 mmol) and sodium (triacetoxy)borohydride (245 mg, 1.16 mmol), to obtain 17.6 mg of the title compound as a white solid (53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-f6dbbaa23fe745e4a9aae20261837268
Source noteuspto-grants-2013_09