![](/CAS/GIF/1019767-63-5.gif)
4-(BENZYLOXY)-3-BROMOPYRIDINE synthesis
- Product Name:4-(BENZYLOXY)-3-BROMOPYRIDINE
- CAS Number:1019767-63-5
- Molecular formula:C12H10BrNO
- Molecular Weight:264.12
![3-Bromo-4-hydroxypyridine](/CAS/GIF/36953-41-0.gif)
36953-41-0
155 suppliers
$35.00/1g
![Benzyl bromide](/CAS/GIF/100-39-0.gif)
100-39-0
423 suppliers
$10.00/10g
![4-(BENZYLOXY)-3-BROMOPYRIDINE](/CAS/GIF/1019767-63-5.gif)
1019767-63-5
14 suppliers
$224.00/250mg
Yield:1019767-63-5 98.6%
Reaction Conditions:
Stage #1: 3-bromo-4-hydroxypyridinewith sodium hydride in N,N-dimethyl-formamide;mineral oil at 0; for 0.333333 h;Inert atmosphere;
Stage #2: benzyl bromide in N,N-dimethyl-formamide;mineral oil at 25; for 16 h;Inert atmosphere;
Steps:
43.1 Step 1: 4-(benzyloxy)-3-bromopyridine
To a solution of 3-bromopyridin-4-ol (0.13 mL, 1.16 mmol) in DMF (2 mL) was added NaH (92 mg, 2.30 mmol, 60% dispersion in mineral oil) in portions at 0 °C under N2 atmosphere and the reaction was stirred at 0 °C for 20 min. BnBr (0.21 mL, 1.76 mmol) was added to the above mixture and the resulting mixture was stirred at 25 °C for 16 hrs. The reaction was quenched with water (20 mL) at 0 °C and the mixture was extracted with EtOAc (3 x 15 mL). The combined organic layers were washed with water and brine, dried over Na2SO4, filtered and concentrated to dryness. The residue was purified by column chromatography (PE: EtOAc= 50: 1 to 20: 1) to give the title compound (300 mg, 98.6% yield) as light yellow solid. LC/MS (ESI) m/z: 264 (M+H)+.
References:
WO2022/34568,2022,A1 Location in patent:Paragraph 0268