6-Bromonicotinamide

Base Information

• Chemical Name: 6-Bromonicotinamide
• CAS No.: 889676-37-3
• Molecular Formula: C6H5BrN2O
• Molecular Weight: 201.0225
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90593592
• Wikidata: Q72448395
• Mol file: 889676-37-3.mol

Synonyms:6-Bromonicotinamide;889676-37-3;6-bromopyridine-3-carboxamide;MFCD00266840;3-Pyridinecarboxamide,6-bromo-;6-Bromo-nicotinamide;SCHEMBL668418;6-Bromonicotinamide, AldrichCPR;SCHEMBL22229965;DTXSID90593592;SNMZXTXZEQGKBG-UHFFFAOYSA-N;AKOS009456291;AM85949;DS-2361;MB01098;PS-4878;SY047606;CS-0044657;O11563;A861363;J-518461

Chemical Property of 6-Bromonicotinamide

Chemical Property:

• Vapor Pressure: 3.85E-05mmHg at 25°C
• Melting Point: 238-240°C
• Refractive Index: 1.613
• Boiling Point: 352.4 °C at 760 mmHg
• Flash Point: 166.9 °C
• PSA: 55.98000
• Density: 1.71g/cm³
• LogP: 1.64330
• Storage Temp.: Keep Cold
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 199.95853
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

6-Bromonicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-Bromonicotinamide

There total 2 articles about 6-Bromonicotinamide 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: 92.0%

2-bromo-5-cyanopyridine (139585-70-9) → 6-bromopyridine-3-carboxamide (889676-37-3)

Guidance literature:

With sodium t-butanolate; In 5,5-dimethyl-1,3-cyclohexadiene; ethanol; for 4h; Reflux;

Reference yield: 88.0%

6-bromonicotinic acid (6311-35-9) → 6-bromopyridine-3-carboxamide (889676-37-3)

Guidance literature:

With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.8b00168

Reference yield: 26.0%

6-bromopyridine-3-carboxamide (889676-37-3) + methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)benzoate → methyl 3-(5-carbamoylpyridin-2-yl)-5-(4-(4-(trifluoromethyl)phenyl)-1H-1,2,3-triazol-1-yl)benzoate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 40 - 120 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.8b00168

upstream raw materials:

6-bromonicotinic acid

2-bromo-5-cyanopyridine

Downstream raw materials:

3-(5-carbamoylpyridin-2-yl)-N-(4-cyanophenyl)-N-cyclopropylpyrazolo[1,5-a]pyridine-5-carboxamide

Refernces

• 1、 Pu, Chunlan,Luo, Rong-Hua,Zhang, Mengqi,Hou, Xueyan,Yan, Guoyi,Luo, Jiang,Zheng, Yong-Tang,Li, Rui. "Design, synthesis and biological evaluation of indole derivatives as Vif inhibitors". supporting information. p. 4150 - 4155. Retrieved 2017/08/22.
• 2、 -. "TETRAHYDRONAPHTHYRIDINE DERIVATIVE". Page/Page column 18-19. . Retrieved 2010/11/27.