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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List t-butyl 6-bromo-3-pyridinecarboxylate
941294-58-2

t-butyl 6-bromo-3-pyridinecarboxylate synthesis

4synthesis methods
6311-35-9 Synthesis
6-Bromonicotinic acid

6311-35-9
381 suppliers
$15.00/1g

36805-97-7 Synthesis
N,N-Dimethylformamide di-tert-butyl acetal

36805-97-7
160 suppliers
$29.00/1g

t-butyl 6-bromo-3-pyridinecarboxylate

941294-58-2
69 suppliers
$45.00/50mg

-

Yield: 52%

Reaction Conditions:

in toluene for 72 h;Heating / reflux;

Steps:

3.1
To a solution of the 6-bromonicotinic acid (2.5 g, 12.4 mmol) in toluene (25 ml_) was added dimethylformamide di-te/f-butylacetal (5.0 g, 24.8 mmol). The solution was then heated to relfux overnight. Additional dimethylformamide di- terf-butylacetal (10.0 g, 59.6 mmol) was added in two portions over 24 h with continued stirring at reflux. The solution was stirred at reflux for a total of 72 h then cooled to RT. To the solution was added sat. NaHCO3 (aq.) and the aqueous layer was extracted with EtOAc (3x). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The crude product was purified via flash chromatography (SiO2: gradient elution, 100:0 to 92:8 hexanes: EtOAc) to afford the ester (1.68 g, 52%).

References:

SCHERING CORPORATION WO2009/5671, 2009, A2 Location in patent:Page/Page column 125-126

6311-35-9 Synthesis
6-Bromonicotinic acid

6311-35-9
381 suppliers
$15.00/1g

865-47-4 Synthesis
Potassium tert-butoxide

865-47-4
703 suppliers
$14.00/25g

t-butyl 6-bromo-3-pyridinecarboxylate

941294-58-2
69 suppliers
$45.00/50mg

References
624-28-2 Synthesis
2,5-Dibromopyridine

624-28-2
734 suppliers
$5.00/5g

24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
863 suppliers
$13.50/25G

t-butyl 6-bromo-3-pyridinecarboxylate

941294-58-2
69 suppliers
$45.00/50mg

References
6311-35-9 Synthesis
6-Bromonicotinic acid

6311-35-9
381 suppliers
$15.00/1g

t-butyl 6-bromo-3-pyridinecarboxylate

941294-58-2
69 suppliers
$45.00/50mg

References

t-butyl 6-bromo-3-pyridinecarboxylate Related Search:

5-BROMOPENTANOIC ACID, T-BUTYL ESTER 2-Bromopyridine-5-carbaldehyde 6-Bromonicotinic acid Methyl 6-bromonicotinate