Ethyl 2-carbamoylisonicotinate

Base Information

• Chemical Name: Ethyl 2-carbamoylisonicotinate
• CAS No.: 166766-77-4
• Molecular Formula: C9H10N2O3
• Molecular Weight: 194.1873
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90472818
• Nikkaji Number: J3.553.364H
• Wikidata: Q82301980
• Mol file: 166766-77-4.mol

Synonyms:Ethyl 2-carbamoylisonicotinate;166766-77-4;Ethyl 2-carbamoylpyridine-4-carboxylate;2-CARBAMOYL-ISONICOTINIC ACID ETHYL ESTER;4-Ethoxycarbonylpyridine-2-carboxamide;Ethyl 2-(aminocarbonyl)isonicotinate;Ethyl2-carbamoylisonicotinate;SCHEMBL581406;DTXSID90472818;QKJXZPAWGHKWCU-UHFFFAOYSA-N;AKOS006287792;SB54749;CS-0112977;E83751;A855764

Chemical Property of Ethyl 2-carbamoylisonicotinate

Chemical Property:

• Boiling Point: 352.125 °C at 760 mmHg
• PKA: 14.49±0.50(Predicted)
• Flash Point: 166.76 °C
• PSA: 82.28000
• Density: 1.247 g/cm³
• LogP: 1.05750
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

Ethyl2-carbamoylisonicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NC=C1)C(=O)N

Technology Process of Ethyl 2-carbamoylisonicotinate

There total 2 articles about Ethyl 2-carbamoylisonicotinate 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: 60.0%

isonicotinic acid ethylester (1570-45-2) + formamide (77287-34-4,77287-35-5,60100-09-6) → 4-ethoxycarbonyl-2-pyridinecarboxamide (166766-77-4)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; iron(II) sulfate; for 2h; Ambient temperature;

DOI:10.3891/acta.chem.scand.49-0230

Reference yield:

pyridine-4-carboxylic acid (55-22-1) → 4-ethoxycarbonyl-2-pyridinecarboxamide (166766-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 15 h / 80 °C

2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 12 h / Cooling with ice

With ferrous(II) sulfate heptahydrate; sulfuric acid; dihydrogen peroxide;

Reference yield: 98.0%

4-ethoxycarbonyl-2-pyridinecarboxamide (166766-77-4) → 4-hydroxymethyl-2-pyridinecarboxamide (119646-48-9)

Guidance literature:

4-ethoxycarbonyl-2-pyridinecarboxamide; With sodium tetrahydroborate; In ethanol; at 20 ℃; for 22h;

With water; ammonium chloride; In ethanol;

upstream raw materials:

isonicotinic acid ethylester

formamide

pyridine-4-carboxylic acid

Downstream raw materials:

4-hydroxymethyl-2-pyridinecarboxamide

1-benzyl 4-ethyl 2-carbamoylpiperidine-1,4-dicarboxylate

1-benzyl 4-ethyl 2-cyanopiperidine-1,4-dicarboxylate

1-((benzyloxy)carbonyl)-2-cyanopiperidine-4-carboxylic acid

Refernces

• 1、 -. "BTK INHIBITORS". Paragraph 0795. . Retrieved 2014/08/06.
• 2、 -. "1,3-THIAZOLE-5-CARBOXAMIDES USEFUL AS CANCER CHEMOTHERAPEUTIC AGENTS". Page/Page column 22; 36. . Retrieved 2008/06/13.