5,7-dichloro-1H-pyrrolo[2,3-c]pyridine
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![5,7-dichloro-1H-pyrrolo[2,3-c]pyridine structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/9203953769dd4180aface9370775b6c2.png "5,7-dichloro-1H-pyrrolo[2,3-c]pyridine")
5,7-dichloro-1H-pyrrolo[2,3-c]pyridine
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CAS No:
1001412-41-4
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Formula:
C7H4Cl2N2
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Chemical Name:
5,7-dichloro-1H-pyrrolo[2,3-c]pyridine
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Synonyms:
5,7-DICHLORO-1H-PYRROLO[2,3-C]PYRIDINE;5,7-Dichloro-6-azaindole;1H-Pyrrolo[2,3-c]pyridine, 5,7-dichloro-;SCHEMBL15525117;KS-00000RLV;DTXSID50694554;ZINC43220730;AKOS022186029;DS-7775;AK144153
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CAS No:
5,7-dichloro-1H-pyrrolo[2,3-c]pyridine Use and Manufacturing
Step A: 5, 7-dichloro-1 H-pyrrolo[2, 3-clpyridine: A solution of 2, 6-dichloro-3-nitro-pyridine (1 1 g, 56.998 mmol) in dry tetrahydrofurane (350 ml_). was cooled to -78°C and treated dropwise with bromo(vinyl)magnesium (1 M in THF 200 ml_, 199.5 mmol). The reaction mixture was allowed to warm to -20°C and stirred for 1 hour at this temperature. The reaction mixture was quenched with 200 ml of aqueous NHStep B: 5, 7-dichloro-1 -methyl-pyrrolo[2, 3-clpyridine: A solution of 5, 7-dichloro-1 H-pyrrolo[2, 3-c]pyridine (2 g, 10.693 mmol) in dry N, N- dimethylformamide (50 mL) was treated with sodium hydride (0.77 g, 16.04 mmol) at ambient temperature and reaction stirred for 15 min at this temperature. The reaction mixture was cooled to 0C and iodomethane (1 mL, 16.04 mmol) was added, and the mixture allowed to stir 18 hours at ambient temperature. The reaction mixture was then quenched with NH4CI saturated solution, extracted with ethyl acetate (three times), and the combined organic layer was dried over Na2S04, filtered and evaporated under vacuum. Purification by Combi flash chromatography with a column of 24g and a gradient cyclohexane:0-100% ethyl acetate to give the title compound as a yellow solid (1.8 g, 84%).To a suspension of Sodium hydride (0.4 g, 1.38 mmol) in N, N-dimethylformamide was added
Computed Properties
Molecular Weight:187.02
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:185.9751535
Monoisotopic Mass:185.9751535
Topological Polar Surface Area:28.7
Heavy Atom Count:11
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5,7-dichloro-1H-pyrrolo[2,3-c]pyridine
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