6-Methoxynicotinaldehyde

Base Information

• Chemical Name: 6-Methoxynicotinaldehyde
• CAS No.: 65873-72-5
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 29339900
• European Community (EC) Number: 627-354-4
• DSSTox Substance ID: DTXSID90391833
• Nikkaji Number: J273.984D
• Wikidata: Q72517161
• Mol file: 65873-72-5.mol

Synonyms:6-Methoxynicotinaldehyde;65873-72-5;6-Methoxy-3-pyridinecarboxaldehyde;6-methoxypyridine-3-carbaldehyde;5-FORMYL-2-METHOXYPYRIDINE;2-METHOXYPYRIDINE-5-CARBOXALDEHYDE;6-Methoxy-pyridine-3-carbaldehyde;5-Formyl-2-methoxy-pyridine;6-methoxypyridine-3-carboxaldehyde;6-Methoxy-3-nicotinaldehyde;3-Pyridinecarboxaldehyde, 6-methoxy-;MFCD02683446;6-methoxy-nicotinaldehyde;6-Methoxy Nicotinaldehyde;SCHEMBL207440;2-methoxy-5-pyridinecarbaldehyde;6-methoxy-3-pyridinecarbaldehyde;6-Methoxy-pyridin-3-carbaldehyde;DTXSID90391833;CTAIEPPAOULMFY-UHFFFAOYSA-N;2-methoxy-pyridine-5-carboxaldehyde;6-methoxy-3-pyridine carboxaldehyde;6-methoxy-3-pyridine-carboxaldehyde;BCP27308;CS-D0960;STR05858;6-Methoxy-pyridine-3-carboxaldehyde;BBL103327;STL557137;AKOS005255078;AC-1466;PS-4891;SB10301;6-Methoxy-3-pyridinecarboxaldehyde, 98%;BP-11863;SY014910;A8911;AM20070075;FT-0602413;FT-0645302;M2347;EN300-88128;J-518868;F8880-8445;Z1255356725

Chemical Property of 6-Methoxynicotinaldehyde

Chemical Property:

• Appearance/Colour: off-white to light yellow crystalline powder
• Vapor Pressure: 0.0308mmHg at 25°C
• Melting Point: 51-54 °C(lit.)
• Refractive Index: 1.551
• Boiling Point: 244.2 °C at 760 mmHg
• PKA: 1.60±0.10(Predicted)
• Flash Point: 101.5 °C
• PSA: 39.19000
• Density: 1.159 g/cm³
• LogP: 0.90270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: insoluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 137.047678466
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxynicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=NC=C(C=C1)C=O
• Uses: An intermediate for the synthesis of the somatostatic sst3 receptor. Substrate used in a synthesis of flavanones via an L-proline-catalyzed condensation with o-hydroxyarylketones.

Technology Process of 6-Methoxynicotinaldehyde

There total 21 articles about 6-Methoxynicotinaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-methoxy-3-pyridinecarboxaldehyde (65873-72-5)

Guidance literature:

2-methoxy-5-bromopyridine; With n-butyllithium; isopropylmagnesium chloride; In tetrahydrofuran; hexane; at -2 - 0 ℃; for 0.75h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1055/s-0031-1289687

Reference yield: 99.0%

(6-methoxypyridin-3-yl)methanol (58584-63-7) → 6-methoxy-3-pyridinecarboxaldehyde (65873-72-5)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4020(01)92234-3

Reference yield: 82.5%

5-(dibromomethyl)-2-methoxypyridine → 6-methoxy-3-pyridinecarboxaldehyde (65873-72-5)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; at 40 ℃; for 18h; Solvent; Reagent/catalyst;

upstream raw materials:

2-methoxy-5-bromopyridine

N,N-dimethyl-formamide

6-methoxynicotinonitrile

(6-methoxypyridin-3-yl)methanol

Downstream raw materials:

6-oxo-1,6-dihydropyridine-3-carbaldehyde

6-methoxy-4-methylnicotinaldehyde

6-methoxy-5-methylnicotinaldehyde

2-Methoxy-5-[(Z)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-pyridine

Refernces

• 1、 Reutzel, Jan,Diogo, Timm M.,Geyer, Armin. "Reversible Folding of a β-Hairpin Peptide by a Metal-Chelating Amino Acid". supporting information. p. 8450 - 8456. Retrieved 2017/06/28.
• 2、 -. "SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE". Page/Page column 741. . Retrieved 2016/04/10.