1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER
- Product Name
- 1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER
- CAS No.
- 37964-17-3
- Chemical Name
- 1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER
- Synonyms
- 3-Carbethoxypyrrole;Ethyl 1H-pyrrole-3-carboxylate;1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER
- CBNumber
- CB32453801
- Molecular Formula
- C7H9NO2
- Formula Weight
- 139.15
- MOL File
- 37964-17-3.mol
1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER Property
- Melting point:
- 118℃
- Boiling point:
- 291.8±13.0℃ (760 Torr)
- Density
- 1.139±0.06 g/cm3 (20℃ 760 Torr)
- Flash point:
- 130.3±19.8℃
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 15.42±0.50(Predicted)
- Appearance
- Off-white to light yellow Solid
- InChI
- InChI=1S/C7H9NO2/c1-2-10-7(9)6-3-4-8-5-6/h3-5,8H,2H2,1H3
- InChIKey
- ICJYWDHNTMJKFP-UHFFFAOYSA-N
- SMILES
- N1C=CC(C(OCC)=O)=C1
N-Bromosuccinimide Price
- Product number
- E939403
- Product name
- Ethyl1H-Pyrrole-3-carboxylate
- Packaging
- 100mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- Z4680
- Product name
- Ethyl1H-pyrrole-3-carboxylate
- Packaging
- 100mg
- Price
- $147
- Updated
- 2021/12/16
- Product number
- 119229
- Product name
- Ethyl 1H-pyrrole-3-carboxylate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $414
- Updated
- 2021/12/16
- Product number
- Z4680
- Product name
- Ethyl1H-pyrrole-3-carboxylate
- Packaging
- 1g
- Price
- $437
- Updated
- 2021/12/16
- Product number
- CHM0384583
- Product name
- ETHYL-PYRROLE-3-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $500.82
- Updated
- 2021/12/16
1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER Chemical Properties,Usage,Production
Synthesis
931-03-3
64-17-5
37964-17-3
1. 3-Pyrrole carboxylic acid (500 mg, 4.5 mmol), dicyclohexylcarbodiimide (1.11 g, 5.4 mmol), 4-dimethylaminopyridine (DMAP) (54 mg, 0.45 mmol) and ethanol (3.2 mL, 54 mmol) were dissolved in tetrahydrofuran (THF) (15 mL). 2. The reaction mixture was heated at 60 °C for 10 h and then cooled to room temperature. 3. The reaction mixture was filtered to remove the precipitate and the filter cake was washed with ethyl acetate. 4. The filtrates were combined, concentrated under reduced pressure and then purified by silica gel column chromatography to afford ethyl 1H-pyrrole-3-carboxylate (500 mg, 81%) as a colorless oil. 5. A benzene (1 mL) solution of 2-chloronicotinoyl chloride (493 mg, 2.8 mmol) was added to a benzene (3 mL) solution of ethyl 1H-pyrrole-3-carboxylate (390 mg, 2.8 mmol). 6. Stannic chloride (IV) (0.5 mL) was added dropwise to the mixture under nitrogen protection and then stirred overnight at room temperature. 7. After completion of the reaction, the reaction mixture was treated with 2N HCl and extracted with ethyl acetate. 8. The organic phases were combined, dried and concentrated under reduced pressure to give ethyl 5-(2-chloropyridine-3-carbonyl)-1H-pyrrole-3-carboxylate (390 mg, 50%) as a white solid. 9. A solution of ethyl 5-(2-chloropyridine-3-carbonyl)-1H-pyrrole-3-carboxylate (1.2 g, 4.32 mmol) and hydrazine hydrate (6.27 mL) in ethanol (50 mL) was heated at 80 °C for 24 hours. 10. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure, the residue was neutralized with 1N HCl to pH 7, and then extracted with ethyl acetate. 11. The organic phases were combined, dried and concentrated under reduced pressure and purified by silica gel column chromatography to give the target compound as a white solid.
References
[1] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 63 - 70
[2] Patent: WO2004/14368, 2004, A1. Location in patent: Page/Page column 66-67
[3] Patent: US2012/238549, 2012, A1. Location in patent: Page/Page column 156
[4] Organic Letters, 2016, vol. 18, # 21, p. 5732 - 5735
1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER manufacturers
- Product
- 1H-PYRROLE-3-CARBOXYLIC ACID ETHYL ESTER 37964-17-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 100kg
- Release date
- 2020-01-14