5-broMo-3-fluoropicolinaMide

Base Information

• Chemical Name: 5-broMo-3-fluoropicolinaMide
• CAS No.: 669066-90-4
• Molecular Formula: C₆H₄BrFN₂O
• Molecular Weight: 219.013
• Mol file: 669066-90-4.mol

Synonyms:5-bromo-3-fluoro-pyridine-2-carboxylic acid amide;5-bromo-3-fluoropicolinamide;QC-7019;

Chemical Property of 5-broMo-3-fluoropicolinaMide

Chemical Property:

• Boiling Point: 260.5±40.0 °C(Predicted)
• PKA: 14.06±0.50(Predicted)
• PSA: 56.97000
• Density: 1.798±0.06 g/cm3(Predicted)
• LogP: 1.96630

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-3-fluoropyridine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromo-3-fluoropicolinamide is a building block related to Favipiravir(F103350). Favipiravir is used for the treatment of advanced Ebola virus infection in a small animal model. Favipiravir suppressed the replication of Zaire Ebola virus and prevented a lethal outcome in 100% of the animals. Based on the studies, Favipiravir can be a candidate for the treatment of Ebola hemorrhagic fever.

Technology Process of 5-broMo-3-fluoropicolinaMide

There total 4 articles about 5-broMo-3-fluoropicolinaMide 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: 50.0%

3-amino-5-bromopyridine-2-carboxylic acid amide (669066-89-1) → 5-bromo-3-fluoro-pyridine-2-carboxylic acid amide (669066-90-4)

Guidance literature:

With nitrosonium tetrafluoroborate; In dichloromethane; at 23 ℃; for 18h;

Reference yield:

2,5-dibromo-3-nitro-pyridine (15862-37-0) → 5-bromo-3-fluoro-pyridine-2-carboxylic acid amide (669066-90-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dimethylformamide / 120 °C

2.1: SnCl₂ / methanol / 50 °C

3.1: NOBF₄ / CH₂Cl₂

3.2: toluene / 100 °C

With nitrosonium tetrafluoroborate; tin(ll) chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.04.040

Reference yield:

5-bromo-3-nitropyridine-2-carbonitrile (573675-25-9) → 5-bromo-3-fluoro-pyridine-2-carboxylic acid amide (669066-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: SnCl₂ / methanol / 50 °C

2.1: NOBF₄ / CH₂Cl₂

2.2: toluene / 100 °C

With nitrosonium tetrafluoroborate; tin(ll) chloride; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2007.04.040

upstream raw materials:

3-amino-5-bromopyridine-2-carboxylic acid amide

2,5-dibromo-3-nitro-pyridine

5-bromo-3-nitropyridine-2-carbonitrile

5-bromo-3-nitro-2-pyridone

Downstream raw materials:

5-bromo-3-fluoro-pyridine-2-carboxylic acid

5-bromo-3-fluoropyridine-2-carbonitrile

C₁₅H₁₃Cl₂FN₆

C₁₉H₂₁Cl₂FN₆OS

Refernces

• 1、 Kuduk, Scott D.,DiPardo, Robert M.,Chang, Ronald K.,Di Marco, Christina N.,Murphy, Kathy L.,Ransom, Richard W.,Reiss, Duane R.,Tang, Cuyue,Prueksaritanont, Thomayant,Pettibone, Douglas J.,Bock, Mark G.. "Bradykinin B1 antagonists: Biphenyl SAR studies in the cyclopropanecarboxamide series". . p. 3608 - 3612. Retrieved 2008/02/08.
• 2、 -. "AMINO CYCLOPROPANE CARBOXAMIDE DERIVATIVES AS BRADYKININ ANTAGONISTS". Page/Page column 20. . Retrieved 2008/06/13.