4-Amino-5-methylpyridin-2-ol

Base Information

• Chemical Name: 4-Amino-5-methylpyridin-2-ol
• CAS No.: 95306-64-2
• Molecular Formula: C6H8N2O
• Molecular Weight: 124.142
• Hs Code.: 2933399090
• European Community (EC) Number: 682-818-3
• DSSTox Substance ID: DTXSID00535408
• Nikkaji Number: J2.942.427F
• Wikidata: Q72439520
• Mol file: 95306-64-2.mol

Synonyms:4-Amino-5-methylpyridin-2-ol;95306-64-2;4-Amino-2-hydroxy-5-methylpyridine;4-amino-5-methylpyridin-2(1H)-one;4-amino-5-methyl-2(1H)-pyridinone;4-AMINO-5-METHYL-1H-PYRIDIN-2-ONE;MFCD12546373;2(1H)-Pyridinone, 4-amino-5-methyl-;EC 682-818-3;4-amino-5-methyl-2-pyridone;SCHEMBL2460386;SCHEMBL18799988;DTXSID00535408;SSQZBQXJYGNUSC-UHFFFAOYSA-N;AMY18314;AKOS006337543;AKOS016013177;CS-W022074;SB52253;AC-30730;AS-47625;SY020547;NS00004169;F14705;EN300-1294933;A859093

Chemical Property of 4-Amino-5-methylpyridin-2-ol

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-50℃
• Boiling Point: 291.0±33.0℃ (760 Torr)
• PKA: 11.90±0.10(Predicted)
• Flash Point: 129.8±25.4℃
• PSA: 59.14000
• Density: 1.137±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 1.25900
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 124.063662883
• Heavy Atom Count: 9
• Complexity: 203

Purity/Quality:

98% ^*data from raw suppliers

4-Amino-5-methylpyridin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CNC(=O)C=C1N
• Uses: 4-Amino-5-methylpyridin-2(1H)-one has been used as a reactant for the synthesis of BAY 94-8862, a nonsteroidal antagonist of the mineralocorticoid receptor to be used for the treatment of cardiorenal diseases.

Technology Process of 4-Amino-5-methylpyridin-2-ol

There total 3 articles about 4-Amino-5-methylpyridin-2-ol 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: 78.0%

4-Benzylamino-5-methyl-1H-pyridin-2-one (95306-62-0) → 4-amino-5-methylpyridine-2(1H)-one (95306-64-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; Ambient temperature;

Reference yield:

4-Hydroxy-5-methyl-2-oxo-1,2-dihydropyridine (41935-71-1) → 4-amino-5-methylpyridine-2(1H)-one (95306-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 1.) reflux, 36 h, 2.) r.t., 12 h

2: 78 percent / H₂ / Pd-C / acetic acid / Ambient temperature

With hydrogen; palladium on activated charcoal; In acetic acid;

Reference yield:

6-Chloro-4-hydroxy-5-methyl-2-oxo-1,2-dihydropyridine hydrochloride (95306-65-3) → 4-amino-5-methylpyridine-2(1H)-one (95306-64-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / H₂, triethylamine / Pd-C / ethanol / 24 h

2: 80 percent / 1.) reflux, 36 h, 2.) r.t., 12 h

3: 78 percent / H₂ / Pd-C / acetic acid / Ambient temperature

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; acetic acid;

upstream raw materials:

4-Benzylamino-5-methyl-1H-pyridin-2-one

4-Hydroxy-5-methyl-2-oxo-1,2-dihydropyridine

6-Chloro-4-hydroxy-5-methyl-2-oxo-1,2-dihydropyridine hydrochloride

Downstream raw materials:

BAY₉₄₈₈₆₂

4(R,S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-l,6-naphthyridine-3-carboxylate

4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carbonitrile

Refernces