6-Methoxynicotinaldehyde
- Product Name
- 6-Methoxynicotinaldehyde
- CAS No.
- 65873-72-5
- Chemical Name
- 6-Methoxynicotinaldehyde
- Synonyms
- 6-METHOXYNICOTINALDEHYDE;6-Methxoynicotinaldehyde;3-FORMYL-6-METHOXYPYRIDINE;5-FORMYL-2-METHOXYPYRIDINE;6-METHOXY-3-NICOTINALDEHYDE;6-Methoxy-3-pyridinecarbaldehyde;6-METHOXY-PYRIDINE-3-CARBALDEHYDE;6-methoxy-3-pyridinecorbaxaldehyde;6-METHOXY-3-PYRIDINECARBOXALDEHYDE;2-METHOXYPYRIDINE-5-CARBOXALDEHYDE
- CBNumber
- CB3390560
- Molecular Formula
- C7H7NO2
- Formula Weight
- 137.14
- MOL File
- 65873-72-5.mol
6-Methoxynicotinaldehyde Property
- Melting point:
- 51-54 °C (lit.)
- Boiling point:
- 65-70 °C(Press: 12 Torr)
- Density
- 1.159±0.06 g/cm3(Predicted)
- Flash point:
- 225 °F
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 1.60±0.10(Predicted)
- form
- Crystalline Powder
- color
- Off-white to light yellow
- Water Solubility
- insoluble
- InChI
- InChI=1S/C7H7NO2/c1-10-7-3-2-6(5-9)4-8-7/h2-5H,1H3
- InChIKey
- CTAIEPPAOULMFY-UHFFFAOYSA-N
- SMILES
- C1=NC(OC)=CC=C1C=O
- CAS DataBase Reference
- 65873-72-5(CAS DataBase Reference)
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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.
N-Bromosuccinimide Price
- Product number
- 533068
- Product name
- 6-Methoxy-3-pyridinecarboxaldehyde
- Purity
- 98%
- Packaging
- 1g
- Price
- $35.2
- Updated
- 2025/07/31
- Product number
- 533068
- Product name
- 6-Methoxy-3-pyridinecarboxaldehyde
- Purity
- 98%
- Packaging
- 5g
- Price
- $125
- Updated
- 2025/07/31
- Product number
- M2347
- Product name
- 6-Methoxy-3-pyridinecarboxaldehyde
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $53
- Updated
- 2025/07/31
- Product number
- M2347
- Product name
- 6-Methoxy-3-pyridinecarboxaldehyde
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $176
- Updated
- 2025/07/31
- Product number
- 533068
- Product name
- 6-Methoxy-3-pyridinecarboxaldehyde
- Purity
- 98%
- Packaging
- 25g
- Price
- $223
- Updated
- 2025/07/31
6-Methoxynicotinaldehyde Chemical Properties,Usage,Production
Chemical Properties
off-white to light yellow crystalline powder
Uses
An intermediate for the synthesis of the somatostatic sst3 receptor.
Uses
Substrate used in a synthesis of flavanones via an L-proline-catalyzed condensation with o-hydroxyarylketones.
General Description
6-Methoxy-3-pyridinecarboxaldehyde, also known as 6-methoxy-3-nicotinaldehyde, can be prepared from 5-bromo-2-methoxypyridine.
Synthesis
13472-85-0
68-12-2
65873-72-5
At -78 °C, N-butyllithium (50 mL, 2.5 M hexane solution) was slowly added dropwise to a solution of 5-bromo-2-methoxypyridine (22.4 g, 119.1 mmol) in anhydrous tetrahydrofuran (240 mL). After the dropwise addition, the reaction mixture was continued to be stirred at -78 °C for 90 min. Subsequently, N,N-dimethylformamide (18.5 mL, 238.3 mmol) was added slowly dropwise and stirring was continued for 90 min at -78 °C. Upon completion of the reaction, the mixture was slowly warmed to room temperature. The reaction mixture was poured into saturated sodium bicarbonate solution (1000 mL) and extracted with ether (3 x 250 mL). The organic phases were combined, dried with magnesium sulfate, filtered and concentrated to dryness to give 15.4 g (94% yield) of 6-methoxy-3-pyridinecarboxaldehyde as a light yellow solid. The product was characterized by 1H NMR (DMSO-d6): δ= 9.97 (s, 1H), 8.77 (m, 1H), 8.12 (dd, 1H, J = 8.6, 2.3 Hz), 6.99 (d, 1H, J = 8.7 Hz), 3.97 (s, 3H).LC/MS analysis (Method A): retention time = 0.25 min, purity = 92.8%, calculated mass = 137, [M + H]+ = 138. HPLC analysis (Method C): retention time = 4.9 min, purity = 95.9% (210-370 nm) and 98.7% (256 nm).
References
[1] Synthesis, 2012, vol. 44, # 5, p. 735 - 746
[2] Journal of medicinal chemistry, 2004, vol. 47, # 20, p. 4829 - 4837
[3] Patent: US2006/19965, 2006, A1. Location in patent: Page/Page column 27
[4] Synthesis, 1994, # 1, p. 87 - 92
[5] Synlett, 2009, # 15, p. 2508 - 2512
6-Methoxynicotinaldehyde Preparation Products And Raw materials
Raw materials
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View Lastest Price from 6-Methoxynicotinaldehyde manufacturers
- Product
- 6-Methoxynicotinaldehyde 65873-72-5
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-08
- Product
- 6-Methoxynicotinaldehyde 65873-72-5
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-31
- Product
- 6-Methoxynicotinaldehyde 65873-72-5
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-25