Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate
![Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate Structure](CAS/GIF/147071-00-9.gif)
- CAS No.
- 147071-00-9
- Chemical Name:
- Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate
- Synonyms
- Methyl 1H-pyrrolo[2,3-c]p...;Methyl 6-Azaindole-5-carboxylate;6-azaindole-5-carboxylic acid Methyl ester;Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate;1H-Pyrrolo[2,3-c]pyridine-5-carboxylic acid, Methyl ester
- CBNumber:
- CB7158155
- Molecular Formula:
- C9H8N2O2
- Molecular Weight:
- 176.17
- MDL Number:
- MFCD07778440
- MOL File:
- 147071-00-9.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P264-P270-P301+P312-P330-P501-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405 |
Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate price More Price(34)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Matrix Scientific | 113191 | Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate | 147071-00-9 | 1.00g | $81 | 2026-05-18 | Buy |
| Matrix Scientific | 113191 | Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate | 147071-00-9 | 5.00g | $366 | 2026-05-18 | Buy |
| Matrix Scientific | 113191 | Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate | 147071-00-9 | 25.00g | $1282 | 2026-05-18 | Buy |
| Synthonix | M11632 | Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate 97.0% | 147071-00-9 | 1g | $90 | 2026-05-06 | Buy |
| Synthonix | M11632 | Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate 97.0% | 147071-00-9 | 250mg | $160 | 2026-05-06 | Buy |
Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate Chemical Properties, Uses, Production
Uses
Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate is used in pharmaceutical synthesis and experimental research.
Synthesis
![2-Pyridinecarboxylic acid, 4-[(1E)-2-(dimethylamino)ethenyl]-5-nitro-, methyl ester](/CAS/20210305/GIF/868551-31-9.gif)
868551-31-9
![METHYL 1H-PYRROLO[2,3-C]PYRIDINE-5-CARBOXYLATE](/CAS/GIF/147071-00-9.gif)
147071-00-9
Methyl 4-[(E)-2-(dimethylamino)vinyl]-5-nitropyridine-2-carboxylate (75.2 mmol) and anhydrous methanol (200 mL) were added to a 500 mL Parr reactor. The mixture was purged with nitrogen for 10 min. Pd/C (10 wt%, 1.90 g) was added to the suspension and degassed again for 5 min. The hydrogenation reaction was initiated at a H2 pressure of 43 psi without incoming heat. The reaction was exothermic and the temperature in the Parr reactor increased at a rate of about 2-3°C/min as monitored by a thermally coupled thermometer. When the reaction temperature reached 45°C, the passage of hydrogen was stopped and the mixture was cooled to 25°C for 30 minutes. During the first hour of reduction, the color of the suspension changed from purplish red to light green and eventually colorless, at which time approximately 30 psi of H2 was consumed.Subsequently, the hydrogen pressure was adjusted to 50 psi and the hydrogenation was continued for 20 hours at 50° C. The reaction temperature was reduced to 45° C. The reaction temperature was reduced to 25°C/min. No further hydrogen consumption was observed during this 20 hour period. Upon completion of the reaction, the mixture was cooled to 20°C and filtered to remove the Pd/C catalyst. The solid residue was suspended in DMSO (200 mL), heated to 80°C and stirred for 10 min. The suspension was filtered while hot and the Pd/C solids were washed with a small amount of DMSO (50 mL). The DMSO filtrate and washings were combined and poured into water (600 mL) and stirred for 1 hour to precipitate the off-white solid product. The product was collected by filtration and lyophilized to afford methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate (11.3 g, purity >95%, yield 86%). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6) and LCMS (APCI, M-H- = 175).
References
[1] Patent: WO2005/103003, 2005, A2. Location in patent: Page/Page column 71-72
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 22, p. 7211 - 7219
[3] Patent: WO2006/27694, 2006, A1. Location in patent: Page/Page column 83-84
Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Wuhan ariel chemical Co., LTD. | 18986259541 18986259541 | sales@3stc.com | China | 3833 | 58 |
| Wuhan TCASChem Technology Co., Ltd. | 027-86697669 13986148687 | sales@tcaschem.com | China | 3989 | 55 |
| SynAsst Chemical. | 021-60343070 | China | 12731 | 55 | |
| Wuhan Kaymke Chemical Co., Ltd., | 027-87342388 18086026008 | sales@kaymke.com | China | 3539 | 55 |
| Shanghai Devinchem Ltd | 027-65318838 13646286950 | sales@devinchem.com | China | 2996 | 58 |
| Shanghai Run-Biotech Co., Ltd. | 021-57171705 13817537615 | sales@run-biotech.com | China | 2283 | 58 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| ShangHai AmK Pharmaceutical Technology Co., Ltd. | 微信 18019252918 18019252918 | sale@amkchem.com | China | 14982 | 55 |
| ShangHai Yuchuan Pharmaceutical Technology Co., Ltd. | 02161555100 | China | 820 | 58 |
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