3-broMo-6,7-dihydro-5h-cyclopenta[b]pyridin-7-ol synthesis
- Product Name:3-broMo-6,7-dihydro-5h-cyclopenta[b]pyridin-7-ol
- CAS Number:1379342-51-4
- Molecular formula:C8H8BrNO
- Molecular Weight:214.06
![3-broMo-5h-cyclopenta[b]pyridin-7(6h)-one](/CAS/20150408/GIF/1336955-89-5.gif)
1336955-89-5
28 suppliers
$45.00/2.5mg
1379342-51-4
21 suppliers
$468.00/1g
Yield:1379342-51-4 77%
Reaction Conditions:
Stage #1: 3-bromo-5,6-dihydro-7H-cyclopenta[b]pyridin-7-onewith trifluoroacetic anhydride in dichloromethane at 20; for 6 h;Inert atmosphere;
Stage #2: with water;sodium hydroxide in dichloromethane;
Steps:
A-5.A
ΓΑ1 (rac)-3-Bromo-6J-dihydro-5H-rilpyrindin-7-ol Η 3-Bromo-6,7-dihydro-5H-[l]pyrindine 1-oxide (6.97 g, 32.6 mmol) was dissolved inCH2CI2 (150 ml); then, trifluoroacetic anhydride (20.5 g, 13.6 ml, 97.7 mmol) was added drop by drop below 25 °C with intense stirring and stirring was continued for 6 hours at RT. The mixture was then quenched with aqueous 1M NaOH solution. The aqueous mixture was stirred for two hours and extracted three times with CH2CI2 / 2-propanol 4: 1. The organic layers were dried over MgS04, filtered and concentrated in vacuo to give a crude product (6.279 g) which was purified by flash chromatography (silica gel, 50 g, 20% to 100% EtOAc in heptane) to yield the title compound (5.38 g, 77%) as light brown solid. MS: 214.0 (MH+, IBr).
References:
WO2012/101011,2012,A2 Location in patent:Page/Page column 50-51
7148-07-4
95 suppliers
$57.79/10g
1379342-51-4
21 suppliers
$468.00/1g
![Cyclopenta[b]pyridine](/CAS/GIF/533-37-9.gif)
533-37-9
341 suppliers
$6.00/5g
1379342-51-4
21 suppliers
$468.00/1g