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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40252Generated: October 29, 2026

Trimethyl orthoformate → 5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione

https://huagongshe.com/reaction/40252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthoformateHCID 9005—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant3-Bromo-2-methoxypyridin-4-amineHCID 45588365—
SolventHexaneHCID 8058—
Product5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dioneHCID 67317593—

Reaction Conditions

Temperature100 °C

Reaction Steps

A two necked round bottomed flask equipped with a reflux condenser was charged with Meldrum's acid (15.6 g, 108 mmol) and trimethyl orthoformate (143 mL). The reaction mixture was heated 100° C. for 2 h. 4-amino-3-bromo-2-methoxypyridine (22 g, 108 mmol) was added and heating was continued for an additional 4 h at 100° C. The reaction mixture was allowed to cool to RT, diluted with hexane and filtered to obtain the product as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524900B2
Source datasetuspto-grants-2013_09
ORD IDord-5a5aed356f7f41808bc0d41811eb0406
Source noteuspto-grants-2013_09