Methyl2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate synthesis
- Product Name:Methyl2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate
- CAS Number:1083168-93-7
- Molecular formula:C14H20BNO5
- Molecular Weight:293.12
122433-41-4
114 suppliers
$25.00/1g
73183-34-3
593 suppliers
$6.00/5g
1083168-93-7
51 suppliers
$55.00/25mg
Yield:1083168-93-7 70.9%
Reaction Conditions:
with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;potassium acetate in 1,4-dioxane at 65;
Steps:
2.2C
2C: Methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate : A degassed solution of methyl 5-bromo-2-methoxynicotinate (1.25 g, 5.08 mmol), 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi(1,3,2-dioxaboi lane) (1.806 g, 7.11 mmol), potassium acetate (0.773 g, 7.87 mmol) and PdCl2(dppf)-CH2Cl2 adduct (0.332 g, 0.406 mmol) in dioxane (15 mL) was heated to 65 °C with vigorous mixing ON. The reaction mixture was concentrated onto Celite and purified by flash chomatography utilizing a 40 g ISCO column, eluting with 0-90% EtOAc in hexanes. Concentration of the pure fractions afforded methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate (1.111 g, 3.60 mmol, 70.9 % yield). MSESI m/z 294.1 (M+H)
References:
WO2019/89442,2019,A1 Location in patent:Page/Page column 56
67367-26-4
89 suppliers
$19.00/5g
73183-34-3
593 suppliers
$6.00/5g
1083168-93-7
51 suppliers
$55.00/25mg
67367-26-4
89 suppliers
$19.00/5g
73183-34-3
593 suppliers
$6.00/5g
1083168-93-7
51 suppliers
$55.00/25mg
1246765-27-4
24 suppliers
$410.88/1g