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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44445Generated: October 25, 2026

Triethyl methanetricarboxylate → 2-hydroxy-4-oxo-7-(5-trifluoromethyl-pyridin-2-yl)-5,6,7,8-tetrahydro-4H-9-thia-1,4a,7-triaza-fluorene-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/44445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl methanetricarboxylateHCID 80471—
Reactant5-(5-(Trifluoromethyl)pyridin-2-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-amineHCID 73555049—
SolventO-XyleneHCID 7237—
Product2-hydroxy-4-oxo-7-(5-trifluoromethyl-pyridin-2-yl)-5,6,7,8-tetrahydro-4H-9-thia-1,4a,7-triaza-fluorene-3-carboxylic acid ethyl esterHCID 13633777715.5%

Reaction Conditions

Temperature145 °C

Reaction Steps

The mixture of 5-(5-trifluoromethyl-pyridin-2-yl)-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine (5.7 gm, 0.019 mol) and triethyl methanetricarboxylate (16.1 ml, 0.076 mol) in xylene (100 ml) was heated at 140-150° C. for 6 hours. Xylene was evaporated and diethyl ether was then added and the suspension was stirred for 15 minutes. It was filtered and washed with ether. The crude solid was digested with dichloromethane (200 ml) and filtered to remove insoluble residue. Dichloromethane layer was distilled off under vacuum to give 1.3 gm of title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541430B2
Source datasetuspto-grants-2013_09
ORD IDord-2f262340c5794983a7389138666a2698
Source noteuspto-grants-2013_09