3-(Hydroxymethyl)-1-methylpyridin-2(1H)-one

Base Information

• Chemical Name: 3-(Hydroxymethyl)-1-methylpyridin-2(1H)-one
• CAS No.: 36721-61-6
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.154
• DSSTox Substance ID: DTXSID60452440
• Wikidata: Q82273078
• Mol file: 36721-61-6.mol

Synonyms:36721-61-6;1-METHYL-2-OXO-1,2-DIHYDROPYRIDINE-3-METHANOL;3-(HYDROXYMETHYL)-1-METHYLPYRIDIN-2(1H)-ONE;3-(hydroxymethyl)-1-methyl-1,2-dihydropyridin-2-one;3-(hydroxymethyl)-1-methylpyridin-2-one;MFCD17015930;SCHEMBL16344955;DTXSID60452440;AKOS015949374;PB13713;AS-33542;SY097281;AM20051117;CS-0051686;FT-0684645;A874293;J-504912

Chemical Property of 3-(Hydroxymethyl)-1-methylpyridin-2(1H)-one

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 139.063328530
• Heavy Atom Count: 10
• Complexity: 206

Purity/Quality:

99%, ^*data from raw suppliers

1-Methyl-2-oxo-1,2-dihydropyridine-3-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC=C(C1=O)CO

Technology Process of 3-(Hydroxymethyl)-1-methylpyridin-2(1H)-one

There total 10 articles about 3-(Hydroxymethyl)-1-methylpyridin-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: 100.0%

1-methyl-2-oxo-1,2-dihydropyridine-3-carbaldehyde (79138-28-6) → 3-(hydroxymethyl)-1-methylpyridin-2(1H)-one (36721-61-6)

Guidance literature:

With methanol; sodium tetrahydroborate; at 20 ℃; for 2h;

Reference yield: 47.0%

methyl 1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate (67367-27-5) → 3-(hydroxymethyl)-1-methylpyridin-2(1H)-one (36721-61-6)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1021/jo9918394

Reference yield:

2-oxo-1,2-dihydro-pyridine-3-carbaldehyde (36404-89-4,32768-36-8) → 3-(hydroxymethyl)-1-methylpyridin-2(1H)-one (36721-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C

1.2: 3 h / 20 °C

2.1: sodium tetrahydroborate; methanol / 2 h / 20 °C

With methanol; sodium tetrahydroborate; caesium carbonate; In N,N-dimethyl-formamide;

upstream raw materials:

3-(acetoxymethyl)pyridine

dimethyl sulfate

3-(hydroxymethyl)pyridine-2(1H)-one

methyl iodide

Downstream raw materials:

3-(chloromethyl)-1-methylpyridin-2(1H)-one

benzyl (3-[1-methyl-2-oxo-(1H)-pyridinyl])-methyl ether

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