1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester
- Product Name
- 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester
- CAS No.
- 17288-32-3
- Chemical Name
- 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester
- Synonyms
- SW-76;SWF-76;Ethyl 4-azaindole-2-carbo...;Ethyl 4-azaindole-2-carboxylate;4,4,5,7-tetramethyl-3,4-dihydrocoumarin;4-Azaindole-2-carboxylic acid ethyl ester;ethyl 1H-pyrrolo[3,2-b]pyridine-2-carbo×ylate;Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate;1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester
- CBNumber
- CB72514656
- Molecular Formula
- C10H10N2O2
- Formula Weight
- 190.2
- MOL File
- 17288-32-3.mol
1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester Property
- Melting point:
- 179-181℃
- Boiling point:
- 356℃
- Density
- 1.272
- Flash point:
- 169℃
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 12.67±0.40(Predicted)
- Appearance
- Off-white to yellow Solid
- InChI
- InChI=1S/C10H10N2O2/c1-2-14-10(13)9-6-8-7(12-9)4-3-5-11-8/h3-6,12H,2H2,1H3
- InChIKey
- NOWHXIDXMNNYBL-UHFFFAOYSA-N
- SMILES
- C12C=C(C(OCC)=O)NC1=CC=CN=2
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- E926493
- Product name
- Ethyl1H-Pyrrolo[3,2-b]pyridine-2-carboxylate
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 4H58-1-J3
- Product name
- Ethyl 4-azaindole-2-carboxylate
- Packaging
- 1g
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 4H58-1-J3
- Product name
- Ethyl 4-azaindole-2-carboxylate
- Packaging
- 5G
- Price
- $500
- Updated
- 2021/12/16
- Product number
- 112347
- Product name
- Ethyl 4-azaindole-2-carboxylate
- Packaging
- 1g
- Price
- $662
- Updated
- 2021/12/16
- Product number
- Z4286
- Product name
- Ethyl1H-pyrrolo[3,2-b]pyridine-2-carboxylate
- Packaging
- 25g
- Price
- $761
- Updated
- 2021/12/16
1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester Chemical Properties,Usage,Production
Synthesis
23596-34-1
17288-32-3
The general procedure for the synthesis of ethyl 4-azaindole-2-carboxylate (4a-1) from the compound (CAS: 23596-34-1) was as follows: ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate (56.8 g, 0.24 mol), ethanol (850 mL), and 10% Pd/C (5.7 g, 10 wt%) were added to a 2 L thick-walled Parr reactor. The reactor was connected to the Parr hydrogenation unit and after flushing with hydrogen, the orange slurry was pressurized to 45 psi. the reaction temperature was raised to 57 °C by shaking for 1 h at room temperature. After the temperature of the reaction mixture stabilized at 35°C, it was slowly heated to 40°C and maintained for 3 hr. After confirming the completion of the reaction by TLC (silica gel plate, unfolding agent was CH2Cl2 solution with 1% MeOH), the reaction mixture was cooled to room temperature, the slurry was filtered through Celite and the filter cake was washed with ethanol (4 x 200 mL). The yellow filtrate was concentrated to obtain a solid (41.6 g), to which ethyl acetate (302 mL) was added and heated on a steam bath. After cooling the mixture to room temperature, heptane (600 mL) was added to precipitate the product. The mixture was stirred in an ice bath for 1 hour and then filtered and the filter cake was washed with heptane (100 mL). The filter cake was dried at 50 °C, 0.1 mmHg for 24 h to give light gray solid 4a-1 (36.6 g, 81% yield).1H NMR (DMSO-d6) δ 1.36 (t, 3H, J=7.0 Hz), 4.36 (q, 2H, J=7.0 Hz), 7.19 (s, 1H), 7.25 (dd, 1H, J=4.5, 8.1 Hz), 7.82 (d, 1H, J=8.1 Hz), 8.44 (d, 1H, J=4.5 Hz), 12.11 (s, 1H).
References
[1] Organic Process Research and Development, 2011, vol. 15, # 5, p. 1040 - 1045
[2] Patent: US2005/131012, 2005, A1. Location in patent: Page/Page column 14
[3] Patent: US2005/131012, 2005, A1. Location in patent: Page/Page column 14
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 1, p. 339 - 342
[5] Patent: US2005/131012, 2005, A1. Location in patent: Page/Page column 14
1H-Pyrrolo[3,2-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[3,2-b]pyridine-2-carboxylic acid ethyl ester manufacturers
- Product
- 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester 17288-32-3
- Price
- US $5.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2020-01-12