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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408373Generated: October 31, 2026

Pyridine → 6-Bromo-2-(tert-butylcarbonyl)amino-3-methoxypyridine

https://huagongshe.com/reaction/2408373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPivaloyl chlorideHCID 62493—
Reactant2-Amino-6-bromo-3-methoxypyridineHCID 57562906—
SolventDichloromethaneHCID 6344—
Product6-Bromo-2-(tert-butylcarbonyl)amino-3-methoxypyridineHCID 57562884—

Reaction Steps

A dry reaction flask equipped with a nitrogen inlet and magnetic stirring bar was charged with 2-amino-6-bromo-3-methoxypyridine (33) (0.170 g, 0.84 mmol), pyridine (0.126 mL, 1.26 mmol) and CH2Cl2 (5 mL). To this at 0° C. was added pivaloyl chloride (0.113 mL, 0.92 mmol) and then the reaction mixture was stirred at room temperature overnight. The reaction was then quenched with water (25 mL), extracted with CH2Cl2 (2×25 mL), dried over anhydrous sodium sulfate and solvent was removed under reduced pressure to afford 6-bromo-2-(tert-butylcarbonyl)amino-3-methoxypyridine (34). LCMS: purity: 80%; MS (m/z): 287 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815848B2
Source datasetuspto-grants-2014_08
ORD IDord-a5987c534cd44b708e609596de2bf324
Source noteuspto-grants-2014_08