6-Methoxypyridine-2-carbaldehyde

Base Information

• Chemical Name: 6-Methoxypyridine-2-carbaldehyde
• CAS No.: 54221-96-4
• Molecular Formula: C7H7NO2
• Molecular Weight: 137.138
• Hs Code.: 29333990
• European Community (EC) Number: 628-286-8
• DSSTox Substance ID: DTXSID10489468
• Nikkaji Number: J273.983F
• Wikidata: Q72485752
• Mol file: 54221-96-4.mol

Synonyms:54221-96-4;6-Methoxypyridine-2-carbaldehyde;6-methoxypicolinaldehyde;6-Methoxy-2-pyridinecarboxaldehyde;2-methoxy-6-pyridinecarboxaldehyde;6-Methoxy-pyridine-2-carbaldehyde;2-Formyl-6-methoxypyridine;MFCD05664030;2-PYRIDINECARBOXALDEHYDE, 6-METHOXY-;SCHEMBL506568;DTXSID10489468;YDNWTNODZDSPNZ-UHFFFAOYSA-N;AKOS015891612;AC-5126;CS-W003240;6-Methoxy-2-pyridinecarboxaldehyde, 97%;6-METHOXYPYRIDINE-2-CARBOXALDEHYDE;AS-11321;SY013134;A7884;AM20070147;FT-0640227;M2357;EN300-120316;J-518866;Z1160906077

Chemical Property of 6-Methoxypyridine-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: 1.532
• Boiling Point: 212.6 °C at 760 mmHg
• PKA: 2.44±0.10(Predicted)
• Flash Point: 82.4 °C
• PSA: 39.19000
• Density: 1.159 g/cm³
• LogP: 0.90270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1
• 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-Methoxypyridine-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=N1)C=O
• Uses: Synthesis of the corresponding α-pyridoin via treatment with NaCN.

Technology Process of 6-Methoxypyridine-2-carbaldehyde

There total 7 articles about 6-Methoxypyridine-2-carbaldehyde 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: 84.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + 6-bromo-2-methoxypyridine (40473-07-2) → 6-methoxypyridine-2-carbaldehyde (54221-96-4)

Guidance literature:

With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; tetrabutylammomium bromide; sodium acetate; In acetonitrile; at 60 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202001328

Reference yield: 76.0%

6-bromo-2-methoxypyridine (40473-07-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-methoxypyridine-2-carbaldehyde (54221-96-4)

Guidance literature:

6-bromo-2-methoxypyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; Further stages.;

DOI:10.1002/1099-0690(200207)2002:13<2126::AID-EJOC2126>3.0.CO;2-A

Reference yield: 70.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + 6-chloro-2-methoxypyridine (17228-64-7) → 6-methoxypyridine-2-carbaldehyde (54221-96-4)

Guidance literature:

With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium acetate; In acetonitrile; at 60 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202001328

upstream raw materials:

6-bromo-2-methoxypyridine

N,N-dimethyl-formamide

2,6-Dibromopyridine

dicobalt octacarbonyl

Downstream raw materials:

2-methoxy-6-[2-(5-methoxy-2-nitrophenyl)-vinyl]pyridine

(E)-N-((6-methoxypyridin-2-yl)methylene)-2,4,6-trimethylbenzenamine

6-Methoxy-3-methyl-2-pyridinealdehyde

6-methoxy-5-methyl-2-pyridinecarboxaldehyde

Refernces

• 1、 -. "SUBSTITUENT-INCLUDING UREA COMPOUND". Paragraph 0923-0925. . Retrieved 2021/12/03.
• 2、 Tsukamoto, Issei,Koshio, Hiroyuki,Kuramochi, Takahiro,Saitoh, Chikashi,Yanai-Inamura, Hiroko,Kitada-Nozawa, Chika,Yamamoto, Eisaku,Yatsu, Takeyuki,Shimada, Yoshiaki,Sakamoto, Shuichi,Tsukamoto, Shin-ichi. "Synthesis and structure-activity relationships of amide derivatives of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetic acid as selective arginine vasopressin V2 receptor agonists". experimental part. p. 3130 - 3141. Retrieved 2009/09/30.