Methyl 6-(acetylamino)nicotinate

Base Information

• Chemical Name: Methyl 6-(acetylamino)nicotinate
• CAS No.: 98953-23-2
• Molecular Formula: C9H10 N2 O3
• Molecular Weight: 194.19
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10377351
• Nikkaji Number: J2.353.053H
• Wikidata: Q82166540
• Mol file: 98953-23-2.mol

Synonyms:Methyl 6-(acetylamino)nicotinate;98953-23-2;METHYL 6-ACETAMIDONICOTINATE;methyl 6-acetamidopyridine-3-carboxylate;Methy 6-acetamidonicotinate;Methyl 6-(acetamido)nicotinate;Methyl6-(acetylamino)nicotinate;SCHEMBL1854705;DTXSID10377351;UVGHZQJGBJMCRG-UHFFFAOYSA-N;AMY19594;YDA95323;MFCD05663798;AKOS005070813;AB21916;6-Acetylamino-nicotinic acid methyl ester;FT-0647933;F81384;6X-0716;J-522522;6-(Acetylamino)pyridine-3-carboxylic acid methyl ester

Chemical Property of Methyl 6-(acetylamino)nicotinate

Chemical Property:

• Vapor Pressure: 1.55E-06mmHg at 25°C
• Melting Point: 154-156oC
• Boiling Point: 397.8ºC at 760 mmHg
• PKA: 13.24±0.70(Predicted)
• Flash Point: 194.4ºC
• PSA: 68.29000
• Density: 1.263g/cm3
• LogP: 0.89960
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 6-(acetylamino)nicotinate >95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=NC=C(C=C1)C(=O)OC

Technology Process of Methyl 6-(acetylamino)nicotinate

There total 6 articles about Methyl 6-(acetylamino)nicotinate 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: 96.0%

methyl 6-aminonicotinoate (36052-24-1) + acetyl chloride (75-36-5) → 6-acetamide-nicotinic acid methyl ester (98953-23-2)

Guidance literature:

methyl 6-aminonicotinoate; acetyl chloride; With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -20 - 20 ℃;

With sodium methylate; In dichloromethane; at 20 ℃; for 14h;

Reference yield: 52.0%

methyl 6-aminonicotinoate (36052-24-1) + 2-acetoxy-acetoacetic acid ethyl ester (18632-42-3) → 6-acetamide-nicotinic acid methyl ester (98953-23-2) + 3-acetoxy-2-methyl-4-oxo-4H-pyrido<1,2-a>pyrimidine-7-carboxylic acid (94793-73-4)

Guidance literature:

With PPA; In N,N-dimethyl acetamide; at 100 ℃; for 48h;

Reference yield:

(5-methyl-pyridin-2-yl)amine (1603-41-4) → 6-acetamide-nicotinic acid methyl ester (98953-23-2)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid

2: aqueous KMnO₄

3: methanol; HCl

4: acetic acid

With hydrogenchloride; methanol; potassium permanganate; acetic acid;

upstream raw materials:

methyl 6-aminonicotinoate

acetic anhydride

2-acetoxy-acetoacetic acid ethyl ester

(5-methyl-pyridin-2-yl)amine

Downstream raw materials:

6-acetylamino-nicotinic acid amide

2,6-difluoro-N-(5-(5-methyl-2-(trifluoromethyl)oxazol-4-yl)pyridin-2-yl)benzamide

6-aminonicotinic amide

6-aminonicotinic acid

Refernces

• 1、 Passarotti,Resnati,Doria. "Synthesis of new 2-(2-phenylethenyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-7-carboxylic acids". . p. 837 - 845. Retrieved 2007/10/02.