944401-69-8

Basic information

• Product Name: 5-BroMo-4-fluoropyridin-2-aMine
• Synonyms: 5-BroMo-4-fluoropyridin-2-aMine;2-aMino-5-broMo-4-fluoropyridine;5-Bromo-4-fluoro-pyridin-2-ylamine;5-Bromo-4-fluoro-2-pyridinamine
• CAS NO: 944401-69-8
• Molecular Formula: C₅H₄BrFN₂
• Molecular Weight: 191.0010632
• Mol File: 944401-69-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 233.6±35.0 °C(Predicted)
• Appearance: /
• Density: 1.813±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.31±0.24(Predicted)
• CAS DataBase Reference: 5-BroMo-4-fluoropyridin-2-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BroMo-4-fluoropyridin-2-aMine(944401-69-8)
• EPA Substance Registry System: 5-BroMo-4-fluoropyridin-2-aMine(944401-69-8)

Safety Data

• Hazardous Substances Data: 944401-69-8(Hazardous Substances Data)

Usage

General Description

5-Bromo-4-fluoropyridin-2-amine is a chemical compound with the molecular formula C5H4BrFN2. It is an organic building block used in the synthesis of pharmaceuticals and agrochemicals. 5-BroMo-4-fluoropyridin-2-aMine is a derivative of pyridine and contains both bromine and fluorine substituents on the aromatic ring. It is commonly used as an intermediate in the manufacturing of various drugs and agricultural chemicals. Due to its versatile reactivity and functional groups, 5-bromo-4-fluoropyridin-2-amine has applications in drug discovery and development as well as in the production of fine chemicals.

Upstream product

• 947249-20-9 4-fluoropyridin-2-amine hydrochloride 
• 1237535-76-0 4-fluoropyridin-2-ylcarbamic acid tert-butyl ester 
• 34941-91-8 2-chloro-4-fluoropyridine 
• 944401-77-8 4-fluoropyridin-2-amine 
• 944402-15-7 4-fluoropyridin-2-amine trifluoroacetate 

Downstream Products

• 1708974-11-1 6-amino-4-fluoronicotinonitrile 

Relevant articles and documents

Discovery of an Orally Bioavailable Dual PI3K/mTOR Inhibitor Based on Sulfonyl-Substituted Morpholinopyrimidines

The discovery and optimization of a series of 2-morpholino-pyrimidine derivatives containing various sulfonyl side chains at the C4 position led to the identification of compound 26 as a potent dual PI3K/mTOR inhibitor. It exhibited high inhibitory activity against PI3Kα/β/γ/δ (IC50 = 20/376/204/46 nM) and mTOR (IC50 = 189 nM), potent functional suppression of AKT phosphorylation (IC50 = 196 nM), and excellent antiproliferative effects on a panel of cancer cells. Enzymic data and modeling simulation indicate that a cyclopropyl ring on the C4 sulfone chain and a fluorine on the C6 aminopyridyl moiety are responsible for its maintained PI3K activity and enhanced mTOR potency, respectively. Furthermore, compound 26 exhibited higher efficiency in the HT-29 colorectal carcinoma xenograft model at the daily dose of 3.75 and 7.5 mg/kg relative to BKM120 at the dose of 15 and 30 mg/kg.

Directing Group Enables Electrochemical Selectively Meta-Bromination of Pyridines under Mild Conditions

Without the use of catalysts and oxidants, a facile and sustainable electrochemical bromination protocol was developed. By introducing the directing groups, the regioselectivity of pyridine derivatives could be controlled at themeta-position utilizing the inexpensive and safe bromine salts at room temperature. A variety of brominated pyridine derivatives were obtained in 28-95% yields, and the reaction could be readily performed at a gram scale. By combining the installation and removing the directing group, the concept ofmeta-bromination of pyridines could be verified.

BROMODOMAIN INHIBITORS

Provided herein are compounds of formula (I) wherein R 1, Y, L 1, G 1, X 1, X 2, L 2, R 2, R 3, and R 4 have any of the values defined in the specification,