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3-AMINO-5-FLUOROPYRIDINE is a light yellow crystalline compound that serves as a crucial intermediate in the fields of medicine and organic synthesis. Its unique chemical structure allows it to be utilized in the development of various pharmaceutical compounds, making it a valuable asset in the medical industry.

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  • 210169-05-4 Structure
  • Basic information

    1. Product Name: 3-AMINO-5-FLUOROPYRIDINE
    2. Synonyms: 3-AMINO-5-FLUOROPYRIDINE;3-Pyridinamine,5-fluoro-(9CI);3-AMINO-5-FLUOROPYRIDINE 97%;5-Fluoropyridin-3-amine;5-Fluoropyridin-3-ylamine;3-Amine-5-fluoro-pyridin;3-AMine-5-fluoro-pyridine;3-PyridinaMine,5-fluoro-
    3. CAS NO:210169-05-4
    4. Molecular Formula: C5H5FN2
    5. Molecular Weight: 112.11
    6. EINECS: -0
    7. Product Categories: PYRIDINE;AMINEPRIMARY;HALIDE;Pyridine series;Pyridines;Boronic Acid;Building Blocks;C5;C5 to C6;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocyclic Fluorinated Building Blocks;Other Fluorinated Heterocycles;Fluorine series
    8. Mol File: 210169-05-4.mol
  • Chemical Properties

    1. Melting Point: 86°C
    2. Boiling Point: 232.7 °C at 760 mmHg
    3. Flash Point: 94.5 °C
    4. Appearance: light yellow cryst
    5. Density: 1.257 g/cm3
    6. Vapor Pressure: 3.29mmHg at 25°C
    7. Refractive Index: 1.41
    8. Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
    9. Solubility: N/A
    10. PKA: 3.74±0.20(Predicted)
    11. CAS DataBase Reference: 3-AMINO-5-FLUOROPYRIDINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-AMINO-5-FLUOROPYRIDINE(210169-05-4)
    13. EPA Substance Registry System: 3-AMINO-5-FLUOROPYRIDINE(210169-05-4)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 20/21/22-36/37/38-22
    3. Safety Statements: 26-36-36/37
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 210169-05-4(Hazardous Substances Data)

210169-05-4 Usage

Uses

Used in Pharmaceutical Industry:
3-AMINO-5-FLUOROPYRIDINE is used as a key intermediate for the synthesis of Ivosidenib, an isocitrate dehydrogenase-1 (IDH1) inhibitor. Ivosidenib is specifically designed to treat acute myeloid leukemia (AML) and cholangiocarcinoma in adults, offering a targeted approach to managing these conditions.
Used in Organic Synthesis:
3-AMINO-5-FLUOROPYRIDINE is also employed as a reactant in the preparation of nonpeptide inhibitors of measles virus entry. This application highlights its versatility in the development of antiviral agents, contributing to the fight against infectious diseases.

Preparation

synthesis of 3-Amino-5-fluoropyridine: A solution of 3-amino-2,4,6-tribromo-5-fluoropyridine (23c) (0.9 g, 2.6 mmol), triethylamine (1.1 cm3, 7.9 mmol), palladium catalyst (0.1 g of 5% Pd-C catalyst) and DCM (15 cm3) was hydrogenated on a Parr apparatus for 18 h. Water (20 cm3) was added and the mixture filtered and extracted into DCM. The DCM solution was dried (MgS04) and evaporated giving 3-amino-5-fluoropyridine (0.3 g, >95% ), m.p. 86 ·c (from DCM) (Found: C, 53.6; H, 4.6; N, 25.0. C5H5FN2 requires C, 53.6; H, 4.5 N, 25.0%);IR spectrum no. 9; mass spectrum no. 5; nmr spectrum no. 29.

Check Digit Verification of cas no

The CAS Registry Mumber 210169-05-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,0,1,6 and 9 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 210169-05:
(8*2)+(7*1)+(6*0)+(5*1)+(4*6)+(3*9)+(2*0)+(1*5)=84
84 % 10 = 4
So 210169-05-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H12F3NO/c1-3-12(4-2)6-5-7(13)8(9,10)11/h5-6H,3-4H2,1-2H3/b6-5-

210169-05-4 Well-known Company Product Price

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  • Alfa Aesar

  • (H34111)  3-Amino-5-fluoropyridine, 98%   

  • 210169-05-4

  • 1g

  • 600.0CNY

  • Detail
  • Alfa Aesar

  • (H34111)  3-Amino-5-fluoropyridine, 98%   

  • 210169-05-4

  • 5g

  • 2519.0CNY

  • Detail
  • Aldrich

  • (732176)  3-Amino-5-fluoropyridine  

  • 210169-05-4

  • 732176-500MG

  • 452.79CNY

  • Detail

210169-05-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-AMINO-5-FLUOROPYRIDINE

1.2 Other means of identification

Product number -
Other names 3-fluoro-5-aminopyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:210169-05-4 SDS

210169-05-4Relevant articles and documents

Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes

Fu, Lihua,Li, Dingzhong,Lu, Hao,Qiu, Renhua,Sun, Tulai,Xing, Chen,Yang, Tianbao

, (2022/01/11)

The development of green and efficient methods for hydrogenation of nitroarenes is still highly demanding in organic synthesis. Herein, we report an industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles process for the synthesis of aryl amines with good yields via hydrogenation of nitroarenes. Nine key anti-cancer drug intermediates were successfully achieved with protocol. And Osimertinib intermediate 4m can be smoothly synthesized at a 2.67 kg-scale with >99.5% HPLC purity. This protocol features cheap carbon source, highly catalytic activity, simple operation, kilogram-scalable and recyclable catalysts (eight times without observable losing activity).

CHROMENOPYRIDINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS

-

Paragraph 0323, (2019/07/13)

The invention relates to inhibitors of PI5P4K inhibitors useful in the treatment of cancers, neurodegenerative diseases, inflammatory disorders, and metabolic diseases, having the Formula (I); where A1, A2, G, R1, R2, R3, R4, and W are described herein.

Preparation method of 5-fluorine-3-aminopyridine

-

Paragraph 0031; 0035; 0036; 0038-0045, (2019/05/08)

The invention discloses a preparation method of 5-fluorine-3-aminopyridine, and belongs to the technical field of pyridine compounds. The preparation method is characterized by comprising the following steps: adding 5-fluoronicotinamide into a hypohalite solution dropwise, and then stirring at 0 to 100 DEG C until a TLC reaction is completed; after the solution is cooled to room temperature, adding a sodium hydroxide solution, continuously stirring for 20 to 40 min, and performing filtering and drying to obtain a 5-fluorine-3-aminopyridine solid. The preparation method not only has a safe operation process, is easy and convenient and has low requirements for production equipment, but also is suitable for enlarging the production on the basis of guaranteeing the product quality and high yield.

Second-generation peptidomimetic inhibitors of protein farnesyltransferase demonstrating improved cellular potency and significant in vivo efficacy

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.

, p. 3701 - 3710 (2007/10/03)

The synthesis and evaluation of analogues of previously reported farnesyltransferase inhibitors, pyridyl benzyl ether 3 and pyridylbenzylamine 4, are described. Substitution of 3 at the 5-position of the core awl ring resulted in inhibitors of equator less potency against the enzyme and decreased efficacy in a cellular assay against Ras processing by the enzyme. Substitution of 4 at the benzyl nitrogen yielded 26, which showed improved efficacy and potency and yet presented a poor pharmacokinetic profile. Further modification afforded 30, which demonstrated a dramatically improved pharmacokinetic profile. Compounds 26 and 29 demonstrated significant in vivo efficacy in nude mice inoculated with MiaPaCa-2, a human pancreatic tumor- derived cell line.

Polyhalogenated heterocyclic compounds. Part 42. Fluorinated nitrogen heterocycles with unusual substitution patterns

Chambers, Richard D.,Hall, Christopher W.,Hutchinson, John,Millar, Ross W.

, p. 1705 - 1713 (2007/10/03)

Reductive replacement of fluorine in 3,5-dichloro-2,4,6-trifluoropyridine 2a and pentafluoropyridine 2 using DIBAL and LAH leads to useful syntheses of fluoro and chlorofluoro pyridine derivatives. Replacement of fluorine by bromine using a mixture of HBr and AlBr3 is extremely efficient, giving excellent routes to 2,4,6-tribromo-3,5-difluoropyridine 3. Bromofluoro-pyrimidine and -quinoxaline derivatives have also been efficiently synthesised from perfluorinated precursors. Catalytic hydrogenation of bromofluoro heterocycles gives high yields of the corresponding fluorinated heterocycles. Reactions of nucleophiles with 3 gives surprising results. Soft nucleophiles, e.g. PhSNa displace bromine whereas hard nucleophiles, e.g. MeONa, displace fluorine. British Crown Copyright 1998, Defence Evaluation and Research Agency. Published by the Royal Society of Chemistry with the permission of the controller of Her Britannic Majesty's Stationery Office.

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