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171919-36-1

171919-36-1 Structure

171919-36-1 Structure
IdentificationBack Directory
[Name]

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)
[CAS]

171919-36-1
[Synonyms]

1-methylpyrrolo[2,3-b]pyridine-3-carbaldehyde
1-Methy-1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde
1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde
1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 97%
1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)
1-Methyl-1H-Pyrrolo[2,3-B]Pyridine-3-Carbaldehyde(WX624086)
[EINECS(EC#)]

604-604-1
[Molecular Formula]

C9H8N2O
[MDL Number]

MFCD11054209
[MOL File]

171919-36-1.mol
[Molecular Weight]

160.17
Chemical PropertiesBack Directory
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)(171919-36-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

1-Methyl-1H-pyrrolo[2,3-b]pyridine

27257-15-4

N,N-Dimethylformamide

68-12-2

1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-methyl- (9CI)

171919-36-1

b) Synthesis of 1-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde: Phosphorus trichloride (1.2 g, 7.9 mmol) was slowly added dropwise to 10 mL of N,N-dimethylformamide at 0 °C with stirring. After the dropwise addition, stirring was continued for 10 minutes. Subsequently, a solution of 1-methyl-7-azaindole (0.95 g, 7.2 mmol) dissolved in 5 mL of N,N-dimethylformamide was added over 1 min. The reaction mixture was stirred at 0°C for 1 hour, followed by warming to 60°C and continued stirring for 30 minutes. Upon completion of the reaction, the mixture was poured into water, adjusted to alkaline with aqueous sodium bicarbonate and extracted three times with ethyl acetate. The organic layers were combined, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was obtained as 0.85 g in 74% yield, and the purity met the requirements of the subsequent reaction.1H NMR (300MHz, CDCl3) δ: 9.99 (s, 1H), 8.55 (m, 1H), 8.44 (m, 1H), 7.84 (s, 1H), 7.27 (m, 1H), 3.97 (s, 3H).

[References]

[1] Chemical and pharmaceutical bulletin, 1995, vol. 43, # 8, p. 1351 - 1357
[2] Patent: WO2005/66132, 2005, A1. Location in patent: Page/Page column 66
[3] Heteroatom Chemistry, 2011, vol. 22, # 2, p. 148 - 157
[4] Patent: WO2009/3003, 2008, A2. Location in patent: Page/Page column 61-62
[5] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 3, p. 1201 - 1212
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