3-AMINO-5-FLUOROPYRIDINE

Base Information

• Chemical Name: 3-AMINO-5-FLUOROPYRIDINE
• CAS No.: 210169-05-4
• Molecular Formula: C5H5FN2
• Molecular Weight: 112.107
• Hs Code.: 2933399090
• Mol file: 210169-05-4.mol

Synonyms:(5-Fluoropyridin-3-yl)amine;Pyridinamine,5-fluoro-(9CI);

Chemical Property of 3-AMINO-5-FLUOROPYRIDINE

Chemical Property:

• Appearance/Colour: light yellow cryst
• Vapor Pressure: 3.29mmHg at 25°C
• Melting Point: 86 °C
• Refractive Index: 1.41
• Boiling Point: 232.7 °C at 760 mmHg
• PKA: 3.74±0.20(Predicted)
• Flash Point: 94.5 °C
• PSA: 38.91000
• Density: 1.257 g/cm³
• LogP: 1.38410
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

99% ^*data from raw suppliers

5-Fluoropyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-amino-5-fluoropyridine is an important intermediate mainly used in medicine and organic synthesis. It is used to synthesize Ivosidenib. Ivosidenib is an isocitrate dehydrogenase-1 inhibitor used to treat acute myeloid leukemia and cholangiocarcinoma in adults.

Technology Process of 3-AMINO-5-FLUOROPYRIDINE

There total 11 articles about 3-AMINO-5-FLUOROPYRIDINE 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: 100.0%

(5-fluoro-3-pyridinyl)carbamic acid 1,1-dimethylethyl ester (342603-20-7) → 5-fluoropyridin-3-amine (210169-05-4)

Guidance literature:

With hydrogenchloride; In dichloromethane; ethyl acetate; at 20 ℃; for 1h;

Reference yield: 97.0%

3-fluoro-5-benzyloxycarbonylaminopyridine (247235-86-5) → 5-fluoropyridin-3-amine (210169-05-4)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In methanol; for 1.5h; Heating;

DOI:10.1021/jm9901935

Reference yield: 91.0%

C5H3FN2O2 → 5-fluoropyridin-3-amine (210169-05-4)

Guidance literature:

With hydrazine hydrate; In ethanol; at 75 ℃; for 9h; Inert atmosphere;

DOI:10.1016/j.catcom.2022.106398

upstream raw materials:

3-amino-2,4,6-tribromo-5-fluoropyridine

3-fluoro-5-benzyloxycarbonylaminopyridine

5-fluoropyridine-3-carboxylic acid

Pentafluoropyridine

Downstream raw materials:

5-bromo-N-(5-fluoro-3-pyridinyl)-2-[(phenylmethyl)oxy]benzamide

N-(5-fluoro-3-pyridinyl)-2-[(phenylmethyl)oxy]-5-(4-pyridinyl)benzamide

Refernces

• 1、 -. "Preparation method of 5-fluorine-3-aminopyridine". . . Retrieved 2019/05/08.
• 2、 O'Connor, Stephen J.,Barr, Kenneth J.,Wang, Le,Sorensen, Bryan K.,Tasker, Andrew S.,Sham, Hing,Shi-Chung, Ng,Cohen, Jerome,Devine, Edward,Cherian, Sajeev,Saeed, Badr,Zhang, Haichao,Jang Yun, Lee,Warner, Robert,Tahir, Stephen,Kovar, Peter,Ewing, Patricia,Alder, Jeffrey,Mitten, Michael,Leal, Juan,Marsh, Kennan,Bauch, Joy,Hoffman, Daniel J.,Sebti, Said M.,Rosenberg, Saul H.. "Second-generation peptidomimetic inhibitors of protein farnesyltransferase demonstrating improved cellular potency and significant in vivo efficacy". . p. 3701 - 3710. Retrieved 2007/10/03.