3-broMo-6,7-dihydro-5h-cyclopenta[b]pyridin-7-ol synthesis

3synthesis methods

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

1336955-89-5 Synthesis

3-broMo-5h-cyclopenta[b]pyridin-7(6h)-one

1336955-89-5
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$45.00/2.5mg

3-broMo-6,7-dihydro-5h-cyclopenta[b]pyridin-7-ol

1379342-51-4
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$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
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1379342-51-4
19 suppliers
$468.00/1g

References

533-37-9
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$6.00/5g

1379342-51-4
19 suppliers
$468.00/1g

References