4-(Hydroxymethyl)nicotinic acid

Base Information

• Chemical Name: 4-(Hydroxymethyl)nicotinic acid
• CAS No.: 72726-63-7
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.137
• DSSTox Substance ID: DTXSID30509117
• Wikidata: Q82366483
• Mol file: 72726-63-7.mol

Synonyms:72726-63-7;4-(Hydroxymethyl)nicotinic acid;4-(Hydroxymethyl)pyridine-3-carboxylic acid;4-Hydroxymethyl-nicotinic acid;4-HYDROXYMETHYL-3-PYRIDINECARBOXYLIC ACID;4-(Hydroxymethyl)nicotinicacid;SCHEMBL3880004;DTXSID30509117;AKOS006272192;FT-0692509;J-513751

Chemical Property of 4-(Hydroxymethyl)nicotinic acid

Chemical Property:

• Boiling Point: 385.5 °C at 760 mmHg
• Flash Point: 186.9 °C
• PSA: 70.42000
• Density: 1.404 g/cm³
• LogP: 0.27210
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%Min ^*data from raw suppliers

4-HYDROXYMETHYL-3-PYRIDINECARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1CO)C(=O)O

Technology Process of 4-(Hydroxymethyl)nicotinic acid

There total 1 articles about 4-(Hydroxymethyl)nicotinic acid 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:

cinchomeronic anhydride (4664-08-8) → 4-(Hydroxymethyl)nicotinic acid (72726-63-7)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide; toluene; at -20 - 35 ℃; for 1.5h;

DOI:10.1021/jm00113a009

Reference yield:

4-(Hydroxymethyl)nicotinic acid (72726-63-7) → cis-5-benzyl-3a,4,5,6,7,7a-hexahydrofuro<3,4-c>pyridin-3(1H)-one (133745-54-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 5 M HCl / 0.5 h / Heating

2: H₂, AcOH / 10percent Rh/C / ethanol / 24 h / 90 °C / 51714.8 Torr

3: K₂CO₃ / ethanol / 0.75 h / Ambient temperature

With hydrogenchloride; hydrogen; potassium carbonate; acetic acid; Rh on carbon; In ethanol;

DOI:10.1021/jm00113a009

Reference yield:

4-(Hydroxymethyl)nicotinic acid (72726-63-7) → (3S,4S)-1-Benzyl-4-bromomethyl-piperidine-3-carboxylic acid ethyl ester (133745-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 5 M HCl / 0.5 h / Heating

2: H₂, AcOH / 10percent Rh/C / ethanol / 24 h / 90 °C / 51714.8 Torr

3: K₂CO₃ / ethanol / 0.75 h / Ambient temperature

4: HBr (gas) / 216 h / Ambient temperature

With hydrogenchloride; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; Rh on carbon; In ethanol;

DOI:10.1021/jm00113a009

upstream raw materials:

cinchomeronic anhydride

Downstream raw materials:

4-(chloromethyl)nicotinoyl chloride

exo-methyl 1-azabicyclo<2.2.1>heptane-3-carboxylate

cis-5-benzyl-3a,4,5,6,7,7a-hexahydrofuro<3,4-c>pyridin-3(1H)-one

(3S,4S)-1-Benzyl-4-bromomethyl-piperidine-3-carboxylic acid ethyl ester

Refernces