METHYL 1H-PYRROLO[2,3-C]PYRIDINE-5-CARBOXYLATE
- Product Name
- METHYL 1H-PYRROLO[2,3-C]PYRIDINE-5-CARBOXYLATE
- 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
- Formula Weight
- 176.17
- MOL File
- 147071-00-9.mol
METHYL 1H-PYRROLO[2,3-C]PYRIDINE-5-CARBOXYLATE Property
- Boiling point:
- 383.1±22.0 °C(Predicted)
- Density
- 1.324±0.06 g/cm3(Predicted)
- storage temp.
- Store at room temperature
- pka
- 13.75±0.40(Predicted)
- Appearance
- Off-white to light brown Solid
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- M324543
- Product name
- methyl1H-pyrrolo[2,3-c]pyridine-5-carboxylate
- Packaging
- 50mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- Z4173
- Product name
- Methyl1H-pyrrolo[2,3-c]pyridine-5-carboxylate
- Packaging
- 100mg
- Price
- $98
- Updated
- 2021/12/16
- Product number
- 4H58-1-L5
- Product name
- Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate
- Packaging
- 250mg
- Price
- $225
- Updated
- 2021/12/16
- Product number
- J94055
- Product name
- Methyl1H-pyrrolo[2,3-c]pyridine-5-carboxylate
- Packaging
- 1g
- Price
- $338
- Updated
- 2021/12/16
- Product number
- 113191
- Product name
- Methyl1H-pyrrolo[2,3-c]pyridine-5-carboxylate
- Packaging
- 1g
- Price
- $851
- Updated
- 2021/12/16
METHYL 1H-PYRROLO[2,3-C]PYRIDINE-5-CARBOXYLATE Chemical Properties,Usage,Production
Uses
Methyl 1H-pyrrolo[2,3-c]pyridine-5-carboxylate is used in pharmaceutical synthesis and experimental research.
Synthesis
868551-31-9
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
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