ISOQUINOLINE-5-CARBALDEHYDE synthesis
- Product Name:ISOQUINOLINE-5-CARBALDEHYDE
- CAS Number:80278-67-7
- Molecular formula:C10H7NO
- Molecular Weight:157.17
1532-71-4
212 suppliers
$9.00/100mg
80278-67-7
162 suppliers
$25.00/250mg
Yield:-
Reaction Conditions:
with n-butyllithium;ammonium chloride in tetrahydrofuran;ethanol;N,N-dimethyl-formamide
Steps:
2 5-Isoquinolinecarboxaldehyde
EXAMPLE 2 5-Isoquinolinecarboxaldehyde To a solution of n-butyllithium (19.3 mL of 2.5M in hexanes, 48 mmol) in a mixture of ether (80 mL) and THF (80 mL) at -78° C. was added dropwise a solution of bromoisoquinoline (5.0 g, 24 mmol) in THF (10 mL). The reaction mixture was stirred at -78° C. under argon for 30 minutes. Following the general procedures described by Pearson, et al., in J. Heterocycl. Chem., Vol. 6 (2), pp. 243-245 (199), a solution of DMF (3.30 g, 45 mmol) in THF (10 mL) was cooled to -78° C. and quickly added to the isoquinolyllithium solution. The mixture was stirred at -78° C. for 15 minute. Ethanol (20 mL) was added followed by saturated NH4Cl solution. The resulting suspension was warmed to room temperature. The organic layer, combined with the ether extraction layer, was dried over Na2SO4. A pale yellow solid (2.4 g, 15 mmol, 64% yield) was obtained from chromatography (SiO2 Type-H, 50% EtOAc in hexanes) and recrystallization (ethanol): mp 114-116° C.;
References:
Purdue Research Foundation US6645975, 2003, B1
16675-59-5
58 suppliers
$28.00/100mg
80278-67-7
162 suppliers
$25.00/250mg
119-65-3
413 suppliers
$5.00/25g
80278-67-7
162 suppliers
$25.00/250mg
62882-01-3
23 suppliers
inquiry
80278-67-7
162 suppliers
$25.00/250mg
100643-54-7
0 suppliers
inquiry
80278-67-7
162 suppliers
$25.00/250mg