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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499332Generated: October 30, 2026

Triethylamine → tert-Butyl 3-[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate

https://huagongshe.com/reaction/499332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoic acid, 2-mercapto-, methyl esterHCID 21009—
ReactantTert-butyl 3-(6-cyano-2-pyridyl)propanoateHCID 22939301—
SolventTolueneHCID 1140—
Producttert-Butyl 3-[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoateHCID 2293930057.7%

Reaction Steps

tert-Butyl 3-(6-cyano-2-pyridyl)propanoate (0.74 g, 3.2 mmol) and methyl thiosalicylate (1.1 g, 6.4 mmol) were dissolved in toluene (3 ml). Triethylamine (1.4 ml, 9.7 mmol) was added thereto. The reaction mixture was refluxed for 7.5 hrs, subjected to a silica gel (75 g) column chromatography, eluted with hexane-ethyl acetate (2:1, v/v) and recrystallized from ethanol-hexane to give the titled compound (0.68 g, 57%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-90af815bf6e846b183c47c11ee677993
Source noteuspto-grants-2010_08