6,7-DIHYDRO-5H-CYCLOPENTA[B]PYRIDIN-5-OL synthesis
- Product Name:6,7-DIHYDRO-5H-CYCLOPENTA[B]PYRIDIN-5-OL
- CAS Number:1065609-70-2
- Molecular formula:C8H9NO
- Molecular Weight:135.16
28566-14-5
151 suppliers
$31.00/100mg
1065609-70-2
36 suppliers
$74.00/100mg
Yield: 74%
Reaction Conditions:
with methanol;sodium tetrahydroborate at 0 - 20; for 2 h;
Steps:
6.1 Step 1.6,7-dihydro-5H-cyclopenta[b]pyridin-5-ol (6-2)
To a solution of 6-1 (1.0 g, 7.5 mmol) in MeOH (20 mL) was added NaBH4 (541 mg, 14.3 mmol) in small portions at 0 C and the resulting mixture was stirred at rt for 2 h. Upon complete consumption of the starting materials, the reaction mixture was quenched with water and extracted with 10% MeOH in DCM (3 x 75 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure. The obtained crude material was purified by silica gel column chromatography eluting with 7% MeOH in DCM to afford compound 6-2 (750 mg, 5.55 mmol, 74% yield). 1H NMR (400 MHz, CDCl3): d 8.33-8.31 (m, 1H), 7.69-7.66 (m, 1H), 7.11-7.07 (m, 1H), 5.27-5.21 (m, 1H), 3.05-2.98 (m, 1H), 2.86-2.81 (m, 1H), 2.51-2.48 (m, 1H), 1.97-1.93 (m, 1H).
References:
NOVARTIS AG;BECKWITH, Rohan Eric John;BONAZZI, Simone;CERNIJENKO, Artiom;VISSER, Michael Scott WO2020/165833, 2020, A1 Location in patent:Page/Page column 301
![Cyclopenta[b]pyridine](/CAS/GIF/533-37-9.gif)
533-37-9
341 suppliers
$6.00/5g
1065609-70-2
36 suppliers
$74.00/100mg
28566-12-3
27 suppliers
$45.00/10mg
1065609-70-2
36 suppliers
$74.00/100mg