696-83-3

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Diamino-6-fluoropyrimidine is used as a chemical intermediate for the synthesis of various pharmaceutical compounds due to its biological activities and potential in drug development.
Used in Antimicrobial Applications:
2,4-Diamino-6-fluoropyrimidine is used as a precursor in the synthesis of the antimicrobial drug, trimethoprim, which is used to treat bacterial infections. Its role in the production of this drug highlights its importance in combating bacterial infections and contributing to public health.

InChI:InChI=1/C4H5FN4/c5-2-1-3(6)9-4(7)8-2/h1H,(H4,6,7,8,9)

Synthetic route

2,4,6-trifluoropyrimidine (696-82-2) → 4-amino-2,6-difluoropyrimidine (675-12-7) + 2-amino-4,6-difluoropyrimidine (675-11-6) + 2,4-diamino-6-fluoropyrimidine (696-83-3)

Conditions	Yield
With ammonia In methanol at 20℃;	A n/a B n/a C 67%

2,4,6-trifluoropyrimidine (696-82-2) → 2,4-diamino-6-fluoropyrimidine (696-83-3)

Conditions	Yield
With ammonium hydroxide In acetonitrile at 0 - 40℃;

2,4-diamino-6-fluoropyrimidine (696-83-3) → 2,6-diaminopyrimidin-4-ol (56-06-4)

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; Rate constant;

2,4-diamino-6-fluoropyrimidine (696-83-3) → 2,4-diamino-5-chloro-6-fluoropyrimidine (1353054-66-6)

Conditions	Yield
With N-chloro-succinimide In methanol; ethanol at 50℃; Cooling with ice;

Upstream product

• 696-82-2 2,4,6-trifluoropyrimidine 

Downstream Products

• 56-06-4 2,6-diaminopyrimidin-4-ol 

Relevant academic research and scientific papers

PHOSPHATIDYLINOSITOL 3-KINASE INHIBITORS

The present disclosure provides phosphatidylinositol 3-kinase (PI3K) inhibitors of formula (J), or pharmaceutically acceptable salts thereof, in which A, n, m, R1, R2, R3 R4, R5, R6 and R7 are as defined herein. These compounds are useful for treatment of conditions mediated by one or more ΡI3Κ isoforms. The present disclosure further provides pharmaceutical compositions that include a compound of formula (J), or pharmaceutically acceptable salts thereof, and methods of using these compounds and compositions to treat conditions mediated by one or more PI3K isoforms.

2,4,6-Trifluoropyrimidine. Reactions with nitrogen nucleophiles

In a continuation of our studies involving the nucleophilic displacement of one of the chlorines from 2,4,6-trichloropyrimidine, we now report the initial displacement of one of the fluorine atoms from 2,4,6-trifluoropyrimidine using both aliphatic and aromatic amines. The monosubstitution products favor 2-substitution with ammonia and ethanolamine while aniline gave the 4-substituted derivative as the preferred product.