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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190402Generated: October 29, 2026

Acetoxyacetyl chloride → 3-(1-cyanocyclopropyl)-N-(3-{[2-(glycoloylamino)-1,3-benzothiazol-6-yl]oxy}phenyl)benzamide

https://huagongshe.com/reaction/2190402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoxyacetyl chlorideHCID 26297—
ReactantN-{3-[(2-amino-1,3-benzothiazol-6-yl)oxy]phenyl}-3-(1-cyanocyclopropyl)benzamideHCID 86655364—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
Product3-(1-cyanocyclopropyl)-N-(3-{[2-(glycoloylamino)-1,3-benzothiazol-6-yl]oxy}phenyl)benzamideHCID 5834905226.4%

Reaction Steps

Using N-{3-[(2-amino-1,3-benzothiazol-6-yl)oxy]phenyl}-3-(1-cyanocyclopropyl)benzamide (310 mg, 726 μmol) produced in Example A15(iii), pyridine (10 mL), 2-chloro-2-oxoethyl acetate (269 mg, 1.97 mmol) and N,N-dimethylpyridine-4-amine (62.1 mg, 508 μmol) as starting materials, and in the same manner as in Example A14, the title compound (93 mg, 26%) was obtained as colorless crystals. In this Example, the purification operation was performed using silica gel column chromatography (hexane/ethyl acetate=5/95→20/80).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324395B2
Source datasetuspto-grants-2012_12
ORD IDord-28f4d4a21db145b1bd07e1a02750e205
Source noteuspto-grants-2012_12