1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)
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![1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/f5c6f331ebd64db3ba409017bcfb773d.png "1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)")
1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)
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CAS No:
276862-85-2
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Formula:
C8H6N2O
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Chemical Name:
1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)
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Synonyms:
1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI);1H-Pyrrolo[3,2-b]pyridine-3-carbaldehyde;4-Azazindole-3-carboxyaldehyde.;1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde, 3-Formyl-1H-pyrrolo[3,2-b]pyridine;4-Azaindole-3-carboxaldehyde;1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde;2-b]pyridine-3-carbaldehyde;4-Azaindole-3-carboxyaldehyde
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CAS No:
1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) Basic Attributes
146.14604
146.048019
DTXSID20591788
2933990090
1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI) Use and Manufacturing
A mixture of 4-azaindole (0.500 g; 4.223 mmol), hexamethylenetetramine (0.890 g; 6.348 mmol) and acetic acid (3.630 mL; 63.45 mmol) in water (9 mL) was refluxed for 4 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. Purification by flash chromatography on silica gel using a gradient of methanol (2percent to 4percent) in dichloromethane furnished 0.550 g (89percent) of 1 /-/-pyrrolo[3, 2-£>]pyridine-3-carbaldehyde. ESI/APCI(+): 147 (M+H). ESI/APCI(-): 145 (M-H).A mixture of 1H-pyrrolo[3, 2-b]pyridine (947 mg, 8.02 mmol), hexamethylenetetramine (1.7 g, 12 mmol) and acetic acid (7.5 mL) in water (14 mL) was refluxed under NA mixture of compound (3) (18 g, 123.2 mmol) and hydroxyl amine hydrochloride (16.8 g, 246.5 mmol) in pyridine (50 mL) and was heated at 115 C for 6 hours. After completion of the reaction, the mixture was cooled and then poured into crushed ice, the precipitate was collected by filtration, washed with water, aqueous ethanol, and dried to afford pure compound 4, as 17.2 g with 87% yield.
Computed Properties
Molecular Weight:146.15
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:146.048012819
Monoisotopic Mass:146.048012819
Topological Polar Surface Area:45.8
Heavy Atom Count:11
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1H-Pyrrolo[3,2-b]pyridine-3-carboxaldehyde (9CI)
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