38186-88-8

Usage

InChI:InChI=1/C4H5F3O/c1-2-3(8)4(5,6)7/h2H2,1H3

Upstream product

• 1316084-72-6 (2E,4Z)-ethyl 2-cyano-5-(dimethylamino)-4-fluoro-penta-2,4-dienoate 
• 139911-30-1 ethyl 2-chloro-5-fluoropyridine-3-carboxylate 
• 82671-06-5 2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid 

Downstream Products

• 847728-82-9 methyl 5-fluoro-2-(4-fluorophenoxy)nicotinate 
• 847729-27-5 2-chloro-5-fluoronicotinic acid methyl ester 
• 582332-90-9 anti-{4-[(2-Chloro-5-fluoro-pyridine-3-carbonyl)amino]-cyclohexyl}-carbamic acid tert-butyl ester 
• 72587-20-3 2-chloro-5-fluoro-3-(trifluoromethyl)pyridine 
• 919294-92-1 2-[(3,4-difluorophenyl)amino]-5-fluoronicotinic acid 
• 919294-96-5 5-fluoro-2-{[3-(methylthio)phenyl]amino}nicotinic acid 
• 75302-64-6 2-chloro-5-fluoropyridine-3-carboxamide 
• 919295-02-6 5-fluoro-2-{[3-(methylsulfonyl)phenyl]amino}nicotinic acid 
• 919294-99-8 5-fluoro-2-{[3-(methoxycarbonyl)phenyl]amino}nicotinic acid 
• 1038827-13-2 5-fluoro-2-((4-fluorobenzyl)amino)pyridine-3-carboxylic acid 
• 1038826-90-2 2-(biphenyl-3-ylamino)-5-fluoronicotinic acid 
• 1038827-01-8 5-fluoro-2-[(3-iodophenyl)amino]nicotinic acid 
• 1038827-29-0 5-fluoro-2-[(2-phenylethyl)amino]nicotinic acid 
• 1038827-26-7 2-[(4-benzylphenyl)amino]-5-fluoronicotinic acid 

Relevant academic research and scientific papers

A practical synthesis of 2-((1H-pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic acid

A practical synthesis of a key pharmaceutical intermediate, 2-[(1H-pyrrolo[2,3-b]pyridine-4-yl)methylamino]-5-fluoronicotinic acid (1), is described. To introduce the aminomethyl moiety of 2 via a palladium-catalyzed cyanation/reduction sequence, a regioselective chlorination of 7-azaindole via the N-oxide was developed. A highly selective monodechlorination of 2,6-dichloro-5-fluoronicotinic acid was discovered to afford the nicotinic acid 3. The two building blocks 2 and 3 were then coupled to complete the preparation of 1.

HETEROCYCLIC COMPOUNDS WITH AN ROR(GAMMA)T MODULATING ACTIVITY

The present invention relates to a compound that may have an ROR(gamma)t modulating activity and can thus be useful in the treatment of cancer.

A one-pot diazotation-fluorodediazoniation reaction and fluorine gas for the production of fluoronaphthyridines

Several synthetic routes to 7-fluoro-2-methoxy-8-methyl-1,5-naphthyridine (1) are presented, and their suitability for scale-up is discussed. The way of introducing the fluorine atom is crucial. Early routes start from commercially available fluorinated building blocks or employ F+ reagents like SelectFluor and delivered up to 70 kg of 7-fluoro-2-methoxy-1,5-naphthyridine (18). To prepare for larger scales, the focus turned to the use of HF or elemental fluorine, both one of the cheapest sources of fluorine. The first method, a one-pot diazotation-fluorodediazoniation with 6-methoxy-1,5- naphthyridin-3-amine (9) in HF gave the fluorinated naphthyridine 18 in high yield and purity without isolation of the unstable diazonium salt, the latter being a severe drawback of the related Balz-Schiemann protocol. The second method relies on the use of fluorine gas for a surprisingly selective ortho-fluorination of 6-methoxy-1,5-naphthyridin-4-ol (10).

A modified approach to C-14-labeled 2-(3,4-difluorophenoxy)-5- fluoronicotinic acid and other halogen-substituted analogs

A modified approach to a carbon-14-labeled pyridine ring system was developed based on the electrocyclic ring-closure of 1,4,4-trisubstituted butadiene. The new method was applied to prepare 2-(3,4-difluorophenoxy)-5- fluoro-[2-14C] nicotinic a

AMINOPYRIMIDINES USEFUL AS INHIBITORS OF PROTEIN KINASES

The present invention relates to compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutically acceptable compositions comprising those compounds and methods of using the compounds and compositions in the treatment of various disease, conditions, and disorders. The invention also provides processes for preparing compounds of the invention.

PROCESS FOR PREPARING 5-FLUORO-1H-PYRAZOLO [3, 4-B] PYRIDIN-3-AMINE AND DERIVATIVES THEREOF

The present invention relates to a process for the synthesis of 5-fluoro-1H-pyrazolo [3, 4-b]pyridin-3-amine in high yield and purity. The present invention also relates to processes for the synthesis of 5-fluoro-1H-pyrazolo [3, 4- b] ρyridin-3-amine derivatives. These processes are useful for preparing biologically active compounds, particularly certain GSK-3 inhibitors, or derivatives thereof. Reagents and conditi ons : i. Pd ( OAc )2, PPh3, Et3N, H2CO2; i i. 1 ) (COCl )2, CH2Cl2, cat. DMF; 2 ) NH3 (g ), dioxane, i i i. TFAA, Et3N, CH2Cl2, O°C; iv. H2NNH2. H2O, n-butanol, reflux.

PYRIMIDINES AND PYRIDINES USEFUL AS INHIBITORS OF PROTEIN KINASES

The present invention relates to compounds useful as inhibitors of protein kinases, such as inhibitors of GSK-3. The invention provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders. The invention provides processes for preparing compounds of the invention. The invention provides methods of identifying compounds useful for treatment of diabetes, diabetic neuropathy, osteoporosis, Alzheimer's disease, Huntington's disease, Parkinson's disease, AIDS-associated dementia, bipolar disorder, amyotrophic lateral sclerosis, multiple sclerosis, schizophrenia, leukocytopenia, cardiomyocyte hypertrophy, stroke, post-stroke, spinal cord injury, traumatic brain injury, Charcot-Marie-Tooth, peripheral nerve regeneration, and rheumatoid arthritis.

AMINOPYRIMIDINES USEFUL AS INHIBITORS OF PROTEIN KINASES

The present invention relates to compounds useful as inhibitors of protein kinase. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders. The invention also provides processes for preparing compounds of the inventions.

AMINOPYRIMIDINES USEFUL AS INHIBITORS OF PROTEIN KINASES

The present invention relates to compounds of formula I useful as inhibitors of protein kinases. The invention also provides pharmaceutically acceptable compositions comprising those compounds and methods of using the compounds and compositions in the treatment of various disease, conditions, and disorders. The invention also provides processes for preparing compounds of the invention

AMINOPYRIDINES USEFUL AS INHIBITORS OF PROTEIN KINASES

The present invention relates to compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutically acceptable compositions comprising those compounds and methods of using the compounds and compositions in the treatment of various disease, conditions, and disorders. The invention also provides processes for preparing compounds of the invention.