5-bromo-1H-pyrazolo[3,4-c]pyridine synthesis
- Product Name:5-bromo-1H-pyrazolo[3,4-c]pyridine
- CAS Number:929617-35-6
- Molecular formula:C6H4BrN3
- Molecular Weight:198.02
156118-16-0
152 suppliers
$11.00/250mg
929617-35-6
162 suppliers
$9.00/100mg
Yield:929617-35-6 59%
Reaction Conditions:
with acetic acid;sodium nitrite at 20;
Steps:
Synthesis of 5-bromo-1H-pyrazolo[3,4-c]pyridine (28)
To a solutionof 27(4.00 g, 21.4 mmol) in AcOH (300 ml) was added NaNO2 (1.48 g, 21.4mmol) and stirred overnight at roomtemperature. The reaction mixture was concentrated in vacuo. The residue was diluted with EtOAc and washed with saturatedNaHCO3 aqueous solution and brine. Theorganic layer was dried over anhydrous MgSO4 and reduced underpressure. The residue was purified bysilica gel column chromatography (0-50% EtOAc in hexanes) to afford 28 as a yellow solid (2.48 g, 59%yield).1H NMR (300 MHz, CDCl3): δ ppm7.86 - 7.90 (m, 1 H), 8.09 - 8.14 (m, 1 H), 8.83 - 8.88 (m, 1 H).MS ESI/APCI Dual m/z: 198 [M+H] .
References:
Matsuda, Daisuke;Kobashi, Yohei;Mikami, Ayako;Kawamura, Madoka;Shiozawa, Fumiyasu;Kawabe, Kenichi;Hamada, Makoto;Oda, Koji;Nishimoto, Shinichi;Kimura, Kayo;Miyoshi, Masako;Takayama, Noriko;Kakinuma, Hiroyuki;Ohtake, Norikazu [Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,# 15,p. 3441 - 3446] Location in patent:supporting information
156118-16-0
152 suppliers
$11.00/250mg
543-87-3
67 suppliers
$20.00/1g
929617-35-6
162 suppliers
$9.00/100mg
23056-47-5
265 suppliers
$10.00/1g
929617-35-6
162 suppliers
$9.00/100mg