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
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
Safety
- HS Code
- 2933998090
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.
N-Bromosuccinimide Price
- Product number
- E940190
- Product name
- Ethyl1H-Pyrrolo[2,3-B]pyridine-2-carboxylate
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- E940190
- Product name
- Ethyl1H-Pyrrolo[2,3-B]pyridine-2-carboxylate
- Packaging
- 100mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- 073697
- Product name
- Ethyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate
- Purity
- 95+%
- Packaging
- 1g
- Price
- $235
- Updated
- 2021/12/16
- Product number
- 4H23-1-Y7
- Product name
- Ethyl 7-azaindole-2-carboxylate
- Packaging
- 1g
- Price
- $276
- Updated
- 2021/12/16
- Product number
- CS-B1286
- Product name
- 1H-Pyrrolo[2,3-b]pyridine-2-carboxylicacid,ethylester
- Purity
- 99.91%
- Packaging
- 5g
- Price
- $412
- Updated
- 2021/12/16
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
- 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
- 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