ChemicalBook > CAS DataBase List > 1-Methyl-1H-pyrrolo[2,3-b]pyridine

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

Product Name
1-Methyl-1H-pyrrolo[2,3-b]pyridine
CAS No.
27257-15-4
Chemical Name
1-Methyl-1H-pyrrolo[2,3-b]pyridine
Synonyms
1-Methyl-7-azaindole;1-Methylpyrrolo[2,3-b]pyridine;1-Methyl-1H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine, 1-Methyl-
CBNumber
CB21564707
Molecular Formula
C8H8N2
Formula Weight
132.16
MOL File
27257-15-4.mol
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1-Methyl-1H-pyrrolo[2,3-b]pyridine Property

Boiling point:
112-116 °C(Press: 21 Torr)
Density 
1.107 g/cm3(Temp: 22 °C)
storage temp. 
2-8°C
pka
5.35±0.30(Predicted)
Appearance
Light yellow to green yellow Liquid
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
M330398
Product name
1-Methyl-1H-pyrrolo[2,3-b]pyridine
Packaging
100mg
Price
$45
Updated
2021/12/16
Apolloscientific
Product number
OR907187
Product name
1-Methyl-1H-pyrrolo[2,3-b]pyridine
Purity
95%
Packaging
1g
Price
$185
Updated
2021/12/16
SynQuest Laboratories
Product number
3H32-1-LP
Product name
1-Methyl-1H-pyrrolo[2,3-b]pyridine
Purity
95%
Packaging
1g
Price
$296
Updated
2021/12/16
AK Scientific
Product number
W5034
Product name
1-Methyl-7-azaindole
Packaging
10g
Price
$524
Updated
2021/12/16
Apolloscientific
Product number
OR907187
Product name
1-Methyl-1H-pyrrolo[2,3-b]pyridine
Purity
95%
Packaging
5g
Price
$555
Updated
2021/12/16
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1-Methyl-1H-pyrrolo[2,3-b]pyridine Chemical Properties,Usage,Production

Uses

N-Methyl-d3-7-azaindole is a labeled reactant used in the preparation of blue fluorescent amino acids as in vivo building blocks for protein engineering.

Synthesis

271-63-6

74-88-4

27257-15-4

GENERAL METHODS: Preparation of known compound 1a: 7-azaindole (2 g, 16.95 mmol) and anhydrous DMF (10 mL) were added to a dry round-bottomed flask equipped with a magnetic stirring bar under nitrogen atmosphere. The reaction mixture was cooled to 0 °C, 60% sodium hydride (1.2 eq.) was added in batches and stirring was continued for 1 h at this temperature. Subsequently, iodomethane (1.1 eq.) was added slowly and dropwise, keeping the reaction temperature at 0 °C and continuing to stir for 1 hour. Upon completion of the reaction, the reaction was quenched with ice-cold water (100 mL) and extracted with ethyl acetate (3 x 100 mL). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 1-methyl-7-azaindole in quantitative yield.

References

[1] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 309 - 313
[2] Green Chemistry, 2017, vol. 19, # 23, p. 5559 - 5563
[3] Organic Letters, 2013, vol. 15, # 22, p. 5718 - 5721
[4] Chemical and Pharmaceutical Bulletin, 2007, vol. 55, # 2, p. 255 - 267
[5] Journal of Natural Products, 2009, vol. 72, # 12, p. 2199 - 2202

1-Methyl-1H-pyrrolo[2,3-b]pyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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27257-15-4, 1-Methyl-1H-pyrrolo[2,3-b]pyridineRelated Search:

2-(TERT-BUTYL)-1-(4-METHYLBENZYL)-1H-PYRROLO[2,3-B]PYRIDINE N-(3-CHLOROPHENYL)-N'-[2-(2,4-DIMETHYL-9H-PYRIDO[2,3-B]INDOL-9-YL)ETHYL]THIOUREA 2-(TERT-BUTYL)-1-METHYL-1H-PYRROLO[2,3-B]PYRIDINE N-[2-(2,4-DIMETHYL-9H-PYRIDO[2,3-B]INDOL-9-YL)ETHYL]-3,4,5-TRIMETHOXYBENZAMIDE 2-(TERT-BUTYL)-1-(2,4-DICHLOROBENZYL)-1H-PYRROLO[2,3-B]PYRIDINE 2-(TERT-BUTYL)-1-(3-METHYLBENZYL)-1H-PYRROLO[2,3-B]PYRIDINE N-[2-(2,4-DIMETHYL-9H-PYRIDO[2,3-B]INDOL-9-YL)ETHYL]-4-METHOXYBENZAMIDE 2,2,2-TRIFLUORO-1-(1-[3-(TRIFLUOROMETHYL)BENZYL]-1H-PYRROLO[2,3-B]PYRIDIN-3-YL)-1-ETHANONE 1-BENZYL-2-(TERT-BUTYL)-1H-PYRROLO[2,3-B]PYRIDINE 2-(2,4-DIMETHYL-9H-PYRIDO[2,3-B]INDOL-9-YL)ETHANAMINE DIHYDROCHLORIDE N-[2-(2,4-DIMETHYL-9H-PYRIDO[2,3-B]INDOL-9-YL)ETHYL]-3-FLUOROBENZAMIDE 1-[(2-CHLORO-1,3-THIAZOL-5-YL)METHYL]-1H-PYRROLO[2,3-B]PYRIDINE 2-CHLORO-N-[2-(2,4-DIMETHYL-9H-PYRIDO[2,3-B]INDOL-9-YL)ETHYL]BENZAMIDE N-[2-(2,4-DIMETHYL-9H-PYRIDO[2,3-B]INDOL-9-YL)ETHYL]-N'-(4-METHYLPHENYL)THIOUREA 1-(1-ETHYL-1H-PYRROLO[2,3-B]PYRIDIN-3-YL)-2,2,2-TRIFLUORO-1-ETHANONE 2-(TERT-BUTYL)-1-(3-FLUOROBENZYL)-1H-PYRROLO[2,3-B]PYRIDINE IMPLITAPIDE 2,2,2-TRIFLUORO-1-[1-(2-FLUOROBENZYL)-1H-PYRROLO[2,3-B]PYRIDIN-3-YL]-1-ETHANONE

  • 1-Methyl-1H-pyrrolo[2,3-b]pyridine
  • 1-Methyl-7-azaindole
  • 1H-Pyrrolo[2,3-b]pyridine, 1-Methyl-
  • 1-Methylpyrrolo[2,3-b]pyridine
  • 27257-15-4
  • Azaindoles