1-(2,6-Dimethylpyridin-3-YL)ethanone

Base Information

• Chemical Name: 1-(2,6-Dimethylpyridin-3-YL)ethanone
• CAS No.: 1721-25-1
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• DSSTox Substance ID: DTXSID00536950
• Nikkaji Number: J2.639.377I
• Mol file: 1721-25-1.mol

Synonyms:1-(2,6-DIMETHYLPYRIDIN-3-YL)ETHANONE;1721-25-1;1-(2,6-dimethylpyridin-3-yl)ethan-1-one;3-Acetyl-2,6-lutidine;Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI);SCHEMBL1640178;DTXSID00536950;BAA72125;AKOS000164200;SB54956;CS-0216647;EN300-53454;G73575;Z316174650

Chemical Property of 1-(2,6-Dimethylpyridin-3-YL)ethanone

Chemical Property:

• Melting Point: 34-35 °C
• Boiling Point: 240.172 °C at 760 mmHg
• PKA: 4.88±0.10(Predicted)
• Flash Point: 105.075 °C
• PSA: 29.96000
• Density: 1.017 g/cm³
• LogP: 1.90100
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

3-Acetyl-2,6-lutidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)C(=O)C)C
• Uses: As a tri-substotuted pryidine derivative, 3-Acetyl-2,6-lutidine can be used in the preparation of histamine H3 antagonists.

Technology Process of 1-(2,6-Dimethylpyridin-3-YL)ethanone

There total 17 articles about 1-(2,6-Dimethylpyridin-3-YL)ethanone 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: 92.0%

4-trimethylsilyl-3-butyn-2-one (5930-98-3) + acetylacetone (123-54-6,81235-32-7) → 1-(2,6-dimethylpyridin-3-yl)ethan-1-one (1721-25-1)

Guidance literature:

With ammonium acetate; 1-methyl-1H-imidazolium trifluoroacetate; at 20 ℃; for 24h;

DOI:10.1139/v05-186

Reference yield: 62.0%

methyl vinyl ketone (78-94-4,25038-87-3) + acetylacetone (123-54-6,81235-32-7) → 1-(2,6-dimethylpyridin-3-yl)ethan-1-one (1721-25-1)

Guidance literature:

With ammonium acetate; In toluene; for 24h; regioselective reaction; Molecular sieve; Reflux;

DOI:10.1039/b805680c

Reference yield: 54.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + propan-2-one O-acetyl oxime (18312-45-3) + acetylacetone (123-54-6,81235-32-7) → 1-(2,6-dimethylpyridin-3-yl)ethan-1-one (1721-25-1)

Guidance literature:

With lithium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 120 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01621

upstream raw materials:

4-amino-3-penten-2-one

acetylacetaldehyde dimethyl acetal

1,1,3-triethoxy-but-2-ene

ethyl 2,6-dimethylnicotinate