5-Fluoro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde synthesis
- Product Name:5-Fluoro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
- CAS Number:1171920-17-4
- Molecular formula:C8H5FN2O
- Molecular Weight:164.14
![5-FLUORO-1H-PYRROLO[2,3-B]PYRIDINE](/CAS/GIF/866319-00-8.gif)
866319-00-8
184 suppliers
$13.00/100mg
4885-02-3
182 suppliers
$10.00/1g
1171920-17-4
47 suppliers
$265.00/100mg
Yield:1171920-17-4 0.503 g
Reaction Conditions:
with aluminum (III) chloride in nitromethane;1,2-dichloro-ethane at 0; for 1 h;Inert atmosphere;
Steps:
193.1 Step 1 :
To a solution of 5-fluoro-1 /-/-pyrrolo[2,3-￡>]pyridine (0.545 g; 4.004 mmol) in a mixture of 1 ,2-dichloroethane (10 mL) and nitromethane (10 ml) cooled to 0 °C were added under an argon atmosphere dichloro(methoxy)methane (1.825 mL; 20.00 mmol) and aluminum trichloride (1.600 g; 12.00 mmol). The reaction mixture was stirred for 1 h. The reaction was quenched by the addition of water and a saturated sodium bicarbonate solution. The reaction mixture was extracted with a mixture of dichloromethane and ethanol (9/1 ). The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford 0.503 g (77%) of 5-fluoro-1 H-pyrrolo[2,3-￡>]pyridine-3-carbaldehyde as a brown solid. ESI/APC -): 163 (M-H). 1H NMR (DMSO-c6) δ 12.88 (1 H, br s); 9.94 (1 H, s); 8.57 (1 H, d); 8.37- 8.42 (1 H, m); 8.40 (1 H, br s); 8.18 (1 H, dd).
References:
WO2013/45516,2013,A1 Location in patent:Page/Page column 214
866319-00-8
184 suppliers
$13.00/100mg
100-97-0
7 suppliers
$14.00/250G
1171920-17-4
47 suppliers
$265.00/100mg