6-(Trifluoromethyl)nicotinamide

Base Information

• Chemical Name: 6-(Trifluoromethyl)nicotinamide
• CAS No.: 386715-35-1
• Molecular Formula: C₇H₅F₃N₂O
• Molecular Weight: 190.125
• Hs Code.: 2933399090
• European Community (EC) Number: 671-269-5
• NSC Number: 727683
• DSSTox Substance ID: DTXSID40380555
• Wikidata: Q72512121
• ChEMBL ID: CHEMBL4210945
• Mol file: 386715-35-1.mol

Synonyms:6-(trifluoromethyl)nicotinamide;386715-35-1;6-(trifluoromethyl)pyridine-3-carboxamide;6-Trifluoromethylnicotinamide;3-Pyridinecarboxamide, 6-(trifluoromethyl)-;CHEMBL4210945;MFCD01862646;SCHEMBL2516351;AMY3689;DTXSID40380555;RIKJKWNZUSPCCM-UHFFFAOYSA-N;BDBM50455079;NSC727683;AKOS005063520;MA-0809;NSC-727683;SB52333;6-(TRIFLUOROMETHYL) NICOTINAMIDE;AC-29134;SY001240;CS-0149970;FT-0676468;EN300-100828;A824224;J-518131;Acetic acid, 2,2,2-trifluoro-, 1-naphthalenyl ester;Z246806912

Chemical Property of 6-(Trifluoromethyl)nicotinamide

Chemical Property:

• Vapor Pressure: 6010mmHg at 25°C
• Melting Point: 185-187 °C
• Boiling Point: 270.1 °C at 760 mmHg
• PKA: 14.19±0.50(Predicted)
• Flash Point: 117.2 °C
• PSA: 55.98000
• Density: 1.409 g/cm³
• LogP: 1.89960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 190.03539727
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

98%min ^*data from raw suppliers

6-(Trifluoromethyl)pyridine-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C(=O)N)C(F)(F)F

Technology Process of 6-(Trifluoromethyl)nicotinamide

There total 3 articles about 6-(Trifluoromethyl)nicotinamide 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: 98.0%

6-(trifluoromethyl)nicotinonitrile (216431-85-5) → 6-(trifluoromethyl)pyridine-3-carboxamide (386715-35-1)

Guidance literature:

With manganese(IV) oxide; water; In isopropyl alcohol; at 70 ℃; for 0.25h; under 5171.62 Torr;

DOI:10.1021/ol403591c

Reference yield: 83.0%

6-trifluoromethylnicotinic acid (231291-22-8) → 6-(trifluoromethyl)pyridine-3-carboxamide (386715-35-1)

Guidance literature:

6-trifluoromethylnicotinic acid; With 4-methyl-morpholine; In tetrahydrofuran; at -20 ℃; for 0.166667h; Inert atmosphere;

With chloroformic acid ethyl ester; In tetrahydrofuran; at -20 ℃; for 0.5h; Inert atmosphere;

With ammonia; In tetrahydrofuran; at -20 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2018.01.058

Reference yield:

2-((diethylamino)methylene)-6,6,6-trifluoro-5-oxohex-3-enenitrile → 6-(trifluoromethyl)pyridine-3-carboxamide (386715-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium acetate / N,N-dimethyl-formamide / 20 °C

2: sulfuric acid; acetic acid / water / Reflux

With sulfuric acid; ammonium acetate; acetic acid; In water; N,N-dimethyl-formamide;

upstream raw materials:

6-(trifluoromethyl)nicotinonitrile

6-trifluoromethylnicotinic acid

Refernces

• 1、 -. "Triazole compound with immunosuppression activity as well as preparation method and application thereof". Paragraph 0036-0038. . Retrieved 2018/03/24.
• 2、 Battilocchio, Claudio,Hawkins, Joel M.,Ley, Steven V.. "Mild and selective heterogeneous catalytic hydration of nitriles to amides by flowing through manganese dioxide". supporting information. p. 1060 - 1063. Retrieved 2016/10/17.