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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List 6-Azaindole
271-29-4

6-Azaindole synthesis

12synthesis methods
7-CHLORO-1H-PYRROLO[2,3-C]PYRIDINE

357263-41-3

6-Azaindole

271-29-4

General procedure for the synthesis of 6-azaindole using 7-chloro-1H-pyrrolo[2,3-c]pyridine as starting material: a suspension of 7-chloro-1H-pyrrolo[2,3-c]pyridine (650 mg, 4.2 mmol) with 10% Pd/C (50 mg) in ethanol (25 mL) was subjected to a hydrogen atmosphere (balloon pressure) and the reaction was stirred at room temperature. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad and the filter cake was washed with ethyl acetate (10 mL). The filtrates were combined, concentrated under reduced pressure and subsequently purified by fast column chromatography (eluent: dichloromethane/methanol/ammonia, 9:1:0.1, v/v) to afford 1H-pyrrolo[2,3-c]pyridine as a white solid (380 mg, 75% yield).

7-CHLORO-1H-PYRROLO[2,3-C]PYRIDINE

357263-41-3
184 suppliers
$45.00/50mg

6-Azaindole

271-29-4
276 suppliers
$9.00/250mg

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Yield:271-29-4 75%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethanol at 20;

Steps:

19.1
A suspension of 7-chloro-1H-pyrrolo[2,3-c]pyridine (650 mg, 4.2 mmol) and Pd/C (10%, 50 mg) in EtOH (25 mL) was stirred at RT under H2 atmosphere (balloon pressure). The reaction mixture was filtered through a celite pad, and the filter cake was washed with EtOAc (10 mL). The filtrate was concentrated and purified via flash chromatography (DCM/MeOH/NH4OH, 9/1/0.1), affording 1H-Pyrrolo[2,3-c]pyridine as a white solid (380 mg, 75% yield).

References:

Roche Palo Alto LLC US2007/123535, 2007, A1 Location in patent:Page/Page column 43

FullText

tert-butyl 2-hydroxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine-1-carboxylate

185139-01-9
5 suppliers
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6-Azaindole

271-29-4
276 suppliers
$9.00/250mg

References
3-(BOC-AMINO)-4-PICOLINE

180253-66-1
39 suppliers
$45.00/50mg

6-Azaindole

271-29-4
276 suppliers
$9.00/250mg

References
(E)-2-(2-chloro-5-nitropyridin-4-yl)-N,N-diMethylethenaMine

142078-36-2
25 suppliers
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6-Azaindole

271-29-4
276 suppliers
$9.00/250mg

References
7633-56-9 Synthesis
1-AMINOINDOLINE

7633-56-9
10 suppliers
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6-Azaindole

271-29-4
276 suppliers
$9.00/250mg

References

6-Azaindole Related Search:

Indometacin Indole-3-acetic acid Pyridine Indole-3-butyric acid Indoline 4-Azaindole 5-Azaindole N-METHYL-BETA-CARBOLINE-3-CARBOXAMIDE 9H-PYRIDO[3,4-B]INDOLE 5-Bromo-7-azaindole