Uses
ChemicalBook > CAS DataBase List > 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester

Uses
Product Name
1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester
CAS No.
221675-35-0
Chemical Name
1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester
Synonyms
ethyl 1H-pyrrolo[2;Ethyl 7-azaindole-2-carboxylate;ethyl1H-pyrrolo[2,3-b]pyridine-2-carbo;2-(Ethoxycarbonyl)-1H-pyrrolo[2,3-b]pyridine;Ethyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate;ethyl 1H-pyrrolo[2,3-b]pyridine-2-carbo×ylate;ethyl lH-pyrrolo[2,3- b]pyridine-2-carboxylate;1H-Prrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester;1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester;1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester (9CI, ACI)
CBNumber
CB92129692
Molecular Formula
C10H10N2O2
Formula Weight
190.2
MOL File
221675-35-0.mol
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1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester Property

Boiling point:
436.4±37.0 °C(Predicted)
Density 
1.27±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
5.73±0.40(Predicted)
Appearance
Off-white to yellow Solid
InChI
InChI=1S/C10H10N2O2/c1-2-14-10(13)8-6-7-4-3-5-11-9(7)12-8/h3-6H,2H2,1H3,(H,11,12)
InChIKey
CBIVEMGUNRNUEB-UHFFFAOYSA-N
SMILES
C12NC(C(OCC)=O)=CC1=CC=CN=2
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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.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TRC
Product number
E940190
Product name
Ethyl1H-Pyrrolo[2,3-B]pyridine-2-carboxylate
Packaging
10mg
Price
$45
Updated
2021/12/16
TRC
Product number
E940190
Product name
Ethyl1H-Pyrrolo[2,3-B]pyridine-2-carboxylate
Packaging
100mg
Price
$155
Updated
2021/12/16
SynQuest Laboratories
Product number
4H23-1-Y7
Product name
Ethyl 7-azaindole-2-carboxylate
Packaging
100mg
Price
$45
Updated
2021/12/16
ChemScene
Product number
CS-B1286
Product name
1H-Pyrrolo[2,3-b]pyridine-2-carboxylicacid,ethylester
Purity
99.91%
Packaging
250mg
Price
$50
Updated
2021/12/16
SynQuest Laboratories
Product number
4H23-1-Y7
Product name
Ethyl 7-azaindole-2-carboxylate
Packaging
250mg
Price
$96
Updated
2021/12/16
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1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester Chemical Properties,Usage,Production

Uses

1H-pyrrolo[2,3-B]pyridine-2-carboxylic acid ethyl ester is an important raw material in organic synthesis. Its derivative, pyrrolopyridine-2-carboxamide, is a glycogen phosphorylase inhibitor used to prevent or treat diabetes, hypertension, hypercholesterolemia, hyperinsulinemia, hyperlipidemia, atherosclerosis, or tissue ischemia, and can also be used as a cardioprotective agent.

Synthesis

287384-79-6

221675-35-0

General procedure for the synthesis of ethyl 1H-pyrrolo[2,3-B]pyridine-2-carboxylate from compound (CAS: 287384-79-6): compound 29 (9.7 g, 31.4 mmol, 1 equiv.) was dissolved in 6 N hydrochloric acid solution (50 mL) and stirred for 2 hr at 50 °C, followed by continued stirring at room temperature overnight. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 13 with solid potassium carbonate (K2CO3), followed by extraction with ethyl acetate (EtOAc). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product 30 (6.0 g, 100% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 11.12 (br s, 1H), 8.59 (d, J = 4.8 Hz, 1H), 8.05 (dd, J = 8.0, 1.6 Hz, 1H), 7.19 (s, 1H), 7.18-7.15 (m, 1H), 4.46 (q, J = 6.8 Hz. 2H), 1.44 (t, J = 6.8 Hz, 3H).

References

[1] European Journal of Medicinal Chemistry, 2014, vol. 88, p. 3 - 9
[2] Patent: WO2015/187428, 2015, A1. Location in patent: Paragraph 00502; 00505; 00506
[3] Patent: US2009/318455, 2009, A1. Location in patent: Page/Page column 69; 93

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester manufacturers

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester 221675-35-0
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-07
Career Henan Chemical Co
Product
1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester 221675-35-0
Price
US $1.00/KG
Min. Order
1KG
Purity
97%-99.9%
Supply Ability
200kg
Release date
2020-03-05

221675-35-0, 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl esterRelated Search:


  • 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester
  • Ethyl 7-azaindole-2-carboxylate
  • 1H-Prrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester
  • 2-(Ethoxycarbonyl)-1H-pyrrolo[2,3-b]pyridine
  • ethyl 1H-pyrrolo[2,3-b]pyridine-2-carbo×ylate
  • ethyl 1H-pyrrolo[2
  • ethyl1H-pyrrolo[2,3-b]pyridine-2-carbo
  • 2-(Ethoxycarbonyl)-1H-pyrrolo[2,3-b]pyridine, Ethyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate
  • ethyl lH-pyrrolo[2,3- b]pyridine-2-carboxylate
  • 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, ethyl ester (9CI, ACI)
  • Ethyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate
  • 221675-35-0
  • Heterocycle-Pyridine series