Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694727Generated: November 1, 2026

Sodium Carbonate → [2-(2-Amino-5-methyl-3-pyridinyl)-4-(trifluoromethyl)phenoxy]-acetic acid

https://huagongshe.com/reaction/1694727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-3-bromo-5-methylpyridineHCID 519380—
Reactant[2-Borono-4-(trifluoromethyl)phenoxy]-acetic acidHCID 70654069—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
Product[2-(2-Amino-5-methyl-3-pyridinyl)-4-(trifluoromethyl)phenoxy]-acetic acidHCID 11427352—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of the product from step (iv) (0.1 g), 2-amino-3-bromo-5-methylpyridine (0.071 g), tetrakis(triphenylphosphine)palladium(0) (0.046 g), sodium carbonate (0.12 g) in methanol (2 ml) was heated in a CEM microwave (variable wattage up to 150 W) at 100° C. for 10 min. The mixture was loaded onto SCX resin (sulphonic acid resin), flushed with methanol then the product eluted with methanol/ammonia. The methanol/ammonia filtrate was evaporated under reduced pressure then loaded onto bondelut-NH2 resin. The resin was flushed with methanol then the product eluted with methanol/acetic acid. The methanol/acetic acid filtrate was evaporated and the residue purified by RPHPLC. Yield 0.089 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158820B2
Source datasetuspto-grants-2012_04
ORD IDord-ac44c77e02b243c3affb7de28935d62f
Source noteuspto-grants-2012_04