7399-93-1

Usage

Uses

Used in Scientific Research:
Methyl 6-Hydroxypyrimidine-4-carboxylate is used as a research compound for [application reason] in the field of organic synthesis. Its unique structure and properties make it a valuable tool for studying various chemical reactions and processes.
Used in Organic Synthesis:
Methyl 6-Hydroxypyrimidine-4-carboxylate is used as a synthetic intermediate for [application reason] in the preparation of other complex organic molecules. Its presence in the synthesis process can lead to the formation of new compounds with potential applications in various industries.

InChI:InChI=1/C6H6N2O3/c1-11-6(10)4-2-5(9)8-3-7-4/h2-3H,1H3,(H,7,8,9)

Synthetic route

methanol (67-56-1) + 6-oxo-1,6-dihydropyrimidine-4-carboxylic acid (6299-87-2) → methyl 6-oxo-1,6-dihydropyrimidine-4-carboxylate (7399-93-1)

Conditions	Yield
Stage #1: 6-oxo-1,6-dihydropyrimidine-4-carboxylic acid With chloro-trimethyl-silane In methanol at 20℃; for 8h; Stage #2: methanol for 0.5h; Heating / reflux;	70%

methanol (67-56-1) → methyl 6-oxo-1,6-dihydropyrimidine-4-carboxylate (7399-93-1)

Conditions	Yield
With chloro-trimethyl-silane at 20℃; for 8h;	70%

methyl 6-oxo-1,6-dihydropyrimidine-4-carboxylate (7399-93-1) → 6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid hydrazide (98021-41-1)

Conditions	Yield
With hydrazine In methanol	91%
With hydrazine hydrate

methyl 6-oxo-1,6-dihydropyrimidine-4-carboxylate (7399-93-1) → 6-oxo-1H-pyrimidine-4-carboxamide (98024-63-6)

Conditions	Yield
With ammonia; water

methyl 6-oxo-1,6-dihydropyrimidine-4-carboxylate (7399-93-1) + tert-butyl 3-bromo-2,6-dioxopiperidine-1-carboxylate → methyl 1-(1-(tert-butoxycarbonyl)-2,6-dioxopiperidin-3-yl)-6-oxo-1,6-dihydropyrimidine-4-carboxylate

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 16h;

methyl 6-oxo-1,6-dihydropyrimidine-4-carboxylate (7399-93-1) → 1-(1-(tert-butoxycarbonyl)-2,6-dioxopiperidin-3-yl)-6-oxo-1,6-dihydropyrimidine-4-carboxylic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 60 °C 2: sodium hydroxide; water / tetrahydrofuran; methanol / 20 h View Scheme

Upstream product

• 67-56-1 methanol 
• 6299-87-2 6-oxo-1,6-dihydropyrimidine-4-carboxylic acid 
• 6313-33-3 formamidine hydrochloride 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 6299-87-2 6-hydroxypyrimidine-4-carboxylic acid 

Downstream Products

• 98024-63-6 6-oxo-1H-pyrimidine-4-carboxamide 
• 98021-41-1 6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid hydrazide 
• 1025351-41-0 (6-chloropyrimidin-4-yl)methanol 

Relevant academic research and scientific papers

Spiro derivative, preparation method thereof and application of spiro derivative in medicine

The invention relates to a spiro derivative, a preparation method thereof and application of the spiro derivative in medicine. Specifically, the invention relates to the spiro derivative shown in a general formula (I), the preparation method thereof, a pharmaceutical composition containing the spiro derivative and application of the spiro derivative as a therapeutic agent, especially application of the spiro derivative as an RAF inhibitor and application of the spiro derivative in preparation of drugs for treating or preventing various diseases (including cancers) related to over-expression RAF activity.

BICYCLIC PROLINE COMPOUNDS

The invention is concerned with the compounds of formula (I) and salts thereof. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formula (I) as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain.

1-(HET)ARYLSULFONYL-(PYRROLIDINE OR PIPERIDINE)-2-CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS

The invention is concerned with the compounds of formula I and salts thereof and other compounds of formulas II-IX as disclosed herein. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formulas I-IX as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain or asthma.

AMINO 1,2,4-TRIAZOLE DERIVATIVES AS MODULATORS OF MGLUR5

The present invention is directed to novel compounds, to a process for their preparation, their use in therapy and pharmaceutical compositions comprising the novel compounds.

MGluR5 modulators I

The present invention is directed to novel compounds, to a process for their preparation, their use in therapy and pharmaceutical compositions comprising the novel compounds.