3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one

Base Information

• Chemical Name: 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one
• CAS No.: 67074-78-6
• Molecular Formula: C7H7N3O
• Molecular Weight: 149.152
• European Community (EC) Number: 892-947-9
• DSSTox Substance ID: DTXSID80544250
• Wikidata: Q82421319
• Mol file: 67074-78-6.mol

Synonyms:67074-78-6;3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one;3,4-Dihydro-1H-pyrido[2,3-b]pyrazin-2-one;1H,2H,3H,4H-pyrido[2,3-b]pyrazin-2-one;SCHEMBL3835689;DTXSID80544250;HIGOCZJARKJCGG-UHFFFAOYSA-N;MFCD08062757;AKOS004988722;SB38227;AS-44143;1h-3,4-dihydropyrido[2,3-b]pyrazin-2-one;CS-0091720;EN300-71571;1H,3H,4H-PYRIDO[2,3-B]PYRAZIN-2-ONE;Z1142668508

Chemical Property of 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one

Chemical Property:

• PSA: 57.51000
• LogP: 0.66870
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 149.058911855
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

97% ^*data from raw suppliers

3,4-Dihydro-1H-pyrido[2,3-b]pyrazin-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC2=C(N1)N=CC=C2

Technology Process of 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one

There total 5 articles about 3,4-Dihydropyrido[2,3-b]pyrazin-2(1H)-one 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%

methyl N-(3-nitro-2-pyridyl)-α-glycinate (57461-53-7) → 3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one (67074-78-6)

Guidance literature:

methyl N-(3-nitro-2-pyridyl)-α-glycinate; With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃;

In ethanol; for 16h; Reflux;

DOI:10.1021/acs.jmedchem.7b00807

Reference yield: 14.0%

N-(3-nitro-2-pyridinyl)glycine ethyl ester (90559-63-0) → N-(3-amino-2-pyridinyl)glycine ethyl ester (118699-22-2) + 3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one (67074-78-6)

Guidance literature:

With hydrogen; Raney Ni; In ethanol; under 2068.65 Torr;

Reference yield:

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → 3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one (67074-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / N,N-dimethyl-formamide / 80 °C

2.1: palladium 10% on activated carbon; hydrogen / ethanol; water / 2 h / 10 - 35 °C

2.2: 70 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

N-(3-nitro-2-pyridinyl)glycine ethyl ester

2-Chloro-3-nitropyridine

methyl N-(3-nitro-2-pyridyl)-α-glycinate

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