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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947492Generated: November 3, 2026

Water → HCID 68768645, compound

https://huagongshe.com/reaction/1947492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-Chlorothiazolo[4,5-b]pyridine hydrochlorideHCID 57482765—
ReactantMethyl 6-hydroxybenzofuran-3-carboxylateHCID 59577559—
SolventDimethylformamideHCID 6228—
ProductHCID 68768645HCID 6876864587.1%

Reaction Steps

To a solution of 6-hydroxy-benzofuran-3-carboxylic acid methyl ester (1.7 g, 8.8 mmol) in DMF (88 mL) was added Cs2CO3 (8.6 g, 1.8 mmol) followed by 2-chloro-thiazolo[4,5-b]pyridine hydrochloride (1.8 g, 8.8 mmol) and the reaction mixture was stirred (rt, 3 h). The reaction mixture was treated with water (50 mL) to form a solid. The solid was filtered to provide the title compound as a white solid (2.5 g, 87%). 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), 8.30 (s, 1H), 8.11 (d, J=8.6, 1H), 8.03 (dd, J=7.9, 1.6, 1H), 7.75 (d, J=2.1, 1H), 7.41 (dd, J=8.6, 2.1, 1H), 7.22 (dd, J=7.9, 4.8, 1H), 3.97 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399465B2
Source datasetuspto-grants-2013_03
ORD IDord-6cf5fefdded046fea5e8669b55415b1e
Source noteuspto-grants-2013_03