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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264527Generated: October 26, 2026

(2-Methyl-1,3-thiazol-4-yl)methanol → 2-Amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-[(2-methyl-1,3-thiazol-4-yl)-methoxy]-3,5-pyridinedicarbonitrile

https://huagongshe.com/reaction/2264527

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Methyl-1,3-thiazol-4-yl)methanolHCID 10582809—
Reactant2-Amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-(phenylsulfanyl)-3,5-pyridinedicarbonitrileHCID 17976005—
ReactantPotassium tert-butoxideHCID 23665647—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-Amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-[(2-methyl-1,3-thiazol-4-yl)-methoxy]-3,5-pyridinedicarbonitrileHCID 10158158—

Reaction Steps

100 mg (0.26 mmol) of 2-amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-(phenylsulfanyl)-3,5-pyridinedicarbonitrile [prepared analogously to Kambe et al., Synthesis, 531-533 (1981)] are, together with 44 mg (0.39 mmol) of potassium tert-butoxide and 334 mg (2.59 mmol) of (2-methyl-1,3-thiazol-4-yl)methyl alcohol, stirred in 5 ml of 1,2-dimethoxyethane at room temperature overnight. The reaction solution is concentrated under reduced pressure and the residue is then purified by preparative HPLC on reversed-phase silica gel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855219B2
Source datasetuspto-grants-2010_12
ORD IDord-fc34d274ab024ac089b949f4b29fd60b
Source noteuspto-grants-2010_12