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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947511Generated: October 31, 2026

Water → HCID 68769046, compound

https://huagongshe.com/reaction/1947511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 5-hydroxybenzofuran-2-carboxylateHCID 12208973—
Reactant2-Chloro-(1,3)thiazolo(4,5-b)pyridineHCID 51358428—
SolventDimethylformamideHCID 6228—
ProductHCID 68769046HCID 68769046102.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 5-hydroxy-benzofuran-2-carboxylic acid methyl ester (1.5 g, 7.8 mmol) in DMF (78 mL) was added Cs2CO3 (7.6 g, 26 mmol) and 2-chloro-thiazolo[4,5-b]pyridine (1.6 g, 7.8 mmol). The reaction mixture was heated (50° C., 10 h), cooled (rt) and water was added (50 mL). The resulting solid was filtered to provide the title compound as a colorless solid (2.6 g, 100%). MS (ESI): mass calcd. for C16H10N2O4S, 326.0; m/z found, 327.0 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.57 (dd, J=4.8, 1.6, 1H), 8.03 (dd, J=7.9, 1.6, 1H), 7.84 (d, J=2.4, 1H), 7.64 (d, J=9.0, 1H), 7.54 (d, J=0.9, 1H), 7.47 (dd, J=9.0, 2.5, 1H), 7.22 (dd, J=7.9, 4.8, 1H), 4.04-3.86 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399465B2
Source datasetuspto-grants-2013_03
ORD IDord-fdcac38d8e504bcb879abe32535d6d64
Source noteuspto-grants-2013_03