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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709962Generated: November 2, 2026

Dibromomethane → 2-Bromo-4-methyl-5-[[2-(1-methyl-1H-pyrazol-4-yl)-4-pyridinyl]oxy]pyridine

https://huagongshe.com/reaction/709962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibromomethaneHCID 3024—
ReactantTert-Butyl nitriteHCID 10906—
Reactant4-methyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-amineHCID 68664096—
CatalystTetrabutylammonium BromideHCID 74236—
SolventEthyl AcetateHCID 8857—
Product2-Bromo-4-methyl-5-[[2-(1-methyl-1H-pyrazol-4-yl)-4-pyridinyl]oxy]pyridineHCID 9041662686%

Reaction Steps

A solution of Example A2 (0.2 g, 0.71 mmol) in dibromomethane (5 mL) was treated with tetrabutylammonium bromide (0.92 g, 2.84 mmol) and t-butylnitrite (0.7 g, 7.11 mmol) and stirred at RT for 4 h. The mixture was diluted with EtOAc, washed successively with satd. NaHCO3, water, and brine, dried over Na2SO4 and concentrated to dryness to afford 2-bromo-4-methyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridine as off-white solid (0.21 g, 86%). MS (ESI) m/z: 345.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181223B2
Source datasetuspto-grants-2015_11
ORD IDord-c5132f48ad7c4743a69060e34182d8a4
Source noteuspto-grants-2015_11