2-Methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxamide

Base Information

• Chemical Name: 2-Methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxamide
• CAS No.: 80047-24-1
• Molecular Formula: C12H11N3O2
• Molecular Weight: 229.23500
• Hs Code.: 2933790002
• UNII: 75E39HK2X2
• ChEMBL ID: CHEMBL4278538
• DSSTox Substance ID: DTXSID30510182
• Wikidata: Q82368305
• Mol file: 80047-24-1.mol

Synonyms:80047-24-1;2-Methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxamide;2-Methyl-6-oxo-1,6-dihydro-3,4'-bipyridine-5-carboxamide;6-methyl-2-oxo-5-pyridin-4-yl-1H-pyridine-3-carboxamide;[3,4'-Bipyridine]-5-carboxamide, 1,6-dihydro-2-methyl-6-oxo-;CHEMBL4278538;75E39HK2X2;C12H11N3O2;WIN 47338;6-Methyl-2-oxo-5-(4-pyridyl)-1H-pyridine-3-carboxamide;1,6-Dihydro-2-methyl-6-oxo(3,4'-bipyridine)-5-carboxamide;(3,4'-Bipyridine)-5-carboxamide, 1,6-dihydro-2-methyl-6-oxo-;6-Methyl-2-oxo-5-(pyridin-4-yl)-1,2-dihydropyridine-3-carboxamide;Win 47338;Milrinone Related Compound A;5-Descyano Milrinone 5-Carboxyamide;MFCD09800601;UNII-75E39HK2X2;SCHEMBL10704473;DTXSID30510182;BDBM50465491;AKOS025116857;DS-3289;SB80170;CS-0152828;2-Methyl-6-oxo-1,6-dihydro[3,4'-bipyridine]-5-carboxamide;2-METHYL-6-OXO-1H-[3,4'-BIPYRIDINE]-5-CARBOXAMIDE;1,6-Dihydro-2-methyl-6-oxo-[3,4']bipyridin-5-ylcarboxylic acid amide;Milrinone related compound a(50 mg)(1,6-dihydro-2-methyl-6-oxo(3,4'-bipyridine)-5-car-boxamide)

Chemical Property of 2-Methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxamide

Chemical Property:

• Melting Point: >300 °C (decomp)
• Boiling Point: 563.9oC at 760 mmHg
• PKA: 8.65±0.10(Predicted)
• Flash Point: 294.8oC
• PSA: 88.84000
• Density: 1.307g/cm3
• LogP: 1.54450
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.085126602
• Heavy Atom Count: 17
• Complexity: 418

Purity/Quality:

98%Min ^*data from raw suppliers

5-DescyanoMilrinone5-Carboxyamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C(=O)N1)C(=O)N)C2=CC=NC=C2
• Uses: 5-Descyano Milrinone 5-Carboxyamide (Milrinone USP Related Compound A) is an impurity of Milrinone (M344680), a selective phosphodiesterase inhibitor with vasodilating and positive inotropic activity. Cardiotonic.

Technology Process of 2-Methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxamide

There total 5 articles about 2-Methyl-6-oxo-1,6-dihydro-[3,4'-bipyridine]-5-carboxamide 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: 95.0%

1,6-dihydro-2-methyl-6-oxo-(3,4'-bipyridine)-5-carbonitrile (78415-72-2) → 1,6-dihydro-2-methyl-6-oxo-<3,4'-bipyridine>-5-carboxamide (80047-24-1)

Guidance literature:

With sulfuric acid; for 0.25h; Heating;

DOI:10.1021/jm00155a009

Reference yield: 62.0%

→ 1,6-dihydro-2-methyl-6-oxo-<3,4'-bipyridine>-5-carboxamide (80047-24-1)

Guidance literature:

Reference yield:

picoline (108-89-4) → 1,6-dihydro-2-methyl-6-oxo-<3,4'-bipyridine>-5-carboxamide (80047-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) LDA / 1.) THF, hexane, HMPA, 0 deg C, 30 min, 2.) THF, hexane, HMPA, RT, 90 min

2: dimethylformamide / 4.5 h / 50 - 65 °C

3: MeONa / dimethylformamide / 2.5 h / 90 - 100 °C

4: 95 percent / conc. H₂SO₄ / 0.25 h / Heating

With sulfuric acid; sodium methylate; lithium diisopropyl amide; In N,N-dimethyl-formamide;

DOI:10.1021/jm00155a009

upstream raw materials:

1,6-dihydro-2-methyl-6-oxo-(3,4'-bipyridine)-5-carbonitrile

picoline

pyridin-4-yl-propan-2-one

1-(4-pyridinyl)-2-(dimethylamino)ethenyl methyl ketone