6622-92-0

Basic information

• Product Name: 2,4-DIMETHYL-6-HYDROXYPYRIMIDINE
• Synonyms: 6-HYDROXY-2,4-DIMETHYLPYRIMIDINE;4-HYDROXY-2,6-DIMETHYLPYRIMIDINE;2,4-DIMETHYL-6-HYDROXYPYRIMIDINE;2,6-DIMETHYLPYRIMIDIN-4-OL;2,6-DIMETHYL-4-PYRIMIDINO;2,6-DIMETHYL-4-PYRIMIDINOL;2,6-DIMETHYL-4-HYDROXYPYRIMIDINE;2,4-Dimethyl-6-pyrimidinol
• CAS NO: 6622-92-0
• Molecular Formula: C₆H₈N₂O
• Molecular Weight: 124.14
• EINECS: 229-577-9
• Product Categories: PYRIMIDINE;APIs & Intermediate;alcohol
• Mol File: 6622-92-0.mol

Chemical Properties

• Melting Point: 198.5-200 °C(lit.)
• Boiling Point: 230.92°C (rough estimate)
• Flash Point: 75.9 °C
• Appearance: White/Crystalline Needles
• Density: 1.1683 (rough estimate)
• Vapor Pressure: 0.301mmHg at 25°C
• Refractive Index: 1.5378 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 9.87±0.50(Predicted)
• BRN: 114324
• CAS DataBase Reference: 2,4-DIMETHYL-6-HYDROXYPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIMETHYL-6-HYDROXYPYRIMIDINE(6622-92-0)
• EPA Substance Registry System: 2,4-DIMETHYL-6-HYDROXYPYRIMIDINE(6622-92-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 6622-92-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H8N2O/c1-4-3-6(9)8-5(2)7-4/h3H,1-2H3,(H,7,8,9)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 124-42-5 acetamidine hydrochloride 
• 64-17-5 ethanol 
• 143-37-3 acetamidine 
• 68901-49-5 N-(3-methyl-isoxazol-5-yl)-acetamide 
• 141-97-9 ethyl acetoacetate 
• 28491-54-5 2-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-acetamide 
• 4472-45-1 4-chloro-2,6-dimethylpyrimidine 
• 108-94-1 cyclohexanone 
• 77752-49-9 2,6-dimethyl-4-phenylsulfonylpyrimidine 
• 89088-70-0 1,2-Dihydro-2,6-dimethyl-4-pyrimidon-2-ylacetamide 
• 89088-71-1 1,5-Dimethyl-3,7-dioxo-2,6,9-triazabicyclo<3.3.1>nonane 
• 1446-19-1 diethyl N-acetyl L-glutamic ester 
• 64163-94-6 β-aminocrotonamide 

Downstream Products

• 75-58-1 tertamethylammonium iodide 
• 83410-37-1 5-Iodo-2,6-dimethyl-4(3H)-pyrimidinone 
• 354574-56-4 4-bromo-2,6-dimethylpyrimidine 
• 199114-25-5 4-[2-[2,4-dimethyl-6-oxo-1,6-dihydropyrimidin-1-yl]ethoxy]benzaldehyde 
• 199113-78-5 5-[4-[2-[2,4-dimethyl-6-oxo-1,6-dihydropyrimidin-1-yl]ethoxy]phenylmethylene]thiazolidine-2,4-dione 
• 2814-20-2 2-Isopropyl-6-methyl-4(3H)-pyrimidone 
• 69696-35-1 5-bromo-4-chloro-2,6-dimethylpyrimidine 
• 199114-24-4 4-[2-[4-methyl-2-propyl-6-oxo-1,6-dihydropyrimidin-1-yl]ethoxy]benzaldehyde 
• 115879-67-9 2,6-dimethyl-4-(2-pyridylmethoxy)pyrimidine 
• 115879-66-8 2,6-dimethyl-3-(2-pyridylmethyl)pyrimidin-4(3H)-one 
• 83410-37-1 5-iodo-2,6-dimethyl-pyrimidin-4-ol 
• 929880-40-0 5-(2-(4-(trifluoromethyl)phenyl)ethynyl)-2,6-dimethylpyrimidin-4-ol 

Relevant articles and documents

Ultrasound-Promoted Synthesis of 4-Pyrimidinols and Their Tosyl Derivatives

Ultrasound irradiation promoted the cyclocondensation of β-keto esters and amidines in good to excellent yields to form sixteen highly substituted 4-pyrimidinols. Tosylation of these compounds, in another ultrasound-promoted conversion, formed 4-pyrimidyl tosylates in high yields. The use of the developed protocol as an alternative route to 4-arylpyrimidines was illustrated with three examples of the Suzuki-Miyaura cross-coupling of the prepared tosylates with phenylboronic acid.

Modulators of methyl modifying enzymes, compositions and uses thereof

Agents for modulating methyl modifying enzymes, compositions and uses thereof are provided herein.

MODULATORS OF METHYL MODIFYING ENZYMES, COMPOSITIONS AND USES THEREOF

Agents for modulating methyl modifying enzymes, compositions and uses thereof are provided herein

CYCLOPROPANE COMPOUND

A cyclopropane compound represented by the following formula (A) or a pharmaceutically acceptable salt thereof has orexin receptor antagonism, and therefore has a potencial of usefulness for the treatment of sleep disorder for which orexin receptor antagonism is effective, for example, insomnia: wherein Q represents —CH— or a nitrogen atom, R1a and R1b each independently represent a C1-6 alkyl group and the like, R1c represents a hydrogen atom and the like, R2a, R2b, R2c and R2d each independently represent a hydrogen atom, a halogen atom, a C1-6 alkyl group and the like, R3a, R3b and R3c each independently represent a hydrogen atom, a halogen atom and the like, and R3d represents a hydrogen atom and the like.

Interaction of acetonitrile with trifluoromethanesulfonic acid: Unexpected formation of a wide variety of structures

Interaction of acetonitrile with trifluoromethanesulfonic acid has been studied by multinuclear NMR and ESI-MS. It has been found that the interaction results in formation of a great variety of different cations and neutral compounds which is controlled by the ratio of CH3CN to TfOH. In the presence of an excess of the acid (molar ratio 1:8-14) diprotonated N-acetylacetamidine 1 is formed as the major product, which eventually transforms into protonated acetamidine 3 and acetic acid 4. At molar ratio of (1:1-2) diprotonated 2,4-dimethyl-6-methylidene-3H-1,3,5-triazine 12, tautomer of the diprotonated trimethyl-s-triazine 11, becomes the main product at an early stage of the reaction and diprotonated 1-(dimethyl-1,3,5-triazin-2-yl) prop-1-en-2-ol 15 at a later stage. In the case of a large excess of acetonitrile (4-20:1) trication 17 is formed as a result of the interaction between 11 and 12 along with some oligomers [(CH3CN) 3]n (n = 4-12). The Royal Society of Chemistry 2012.

Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant

Pyrimidine usually has good pharmacokinetic properties as a drug substance and considerable efforts have been devoted to develop pyrimidine derivatives into drug candidates. Arylpiperazine-containing pyrimidine 4-carboxamide derivatives were synthesized and evaluated for binding to serotonin receptors and transporter. Pyrimidine derivatives showed good antidepressant activity in FST (forced swimming test) animal model and also displayed no appreciable inhibitory activity against hERG channel blocking assay. Herein SAR studies of pyrimidine derivatives targeting serotonin receptors and transporter will be disclosed.

Synthesis of novel 5,6-substituted furo[2,3-d]pyrimidines via Pd-catalyzed cyclization of alkynylpyrimidinols with aryl iodides

A flexible method for the synthesis of 5,6-disubstituted furo[2,3-d]pyrimidine derivatives is described. The key step is a palladium-catalyzed arylative cyclization of alkynylpyrimidinols with various aryl iodides, which gave the title compounds in 36-75% yield.

3-Amino-1H-pyrazolopyrimidines and 3-Aminoisothiazolopyrimidines as Precursors of Tricyclic Heteroaromatic Systems Containing a Bridgehead Nitrogen Atom.

3-Amino-4-methyl-6-phenyl-1H-pyrazolopyrimidine (3a) and 3-amino-4-methyl-6-phenylisothiazolopyrimidine (9a) have been prepared.The former reacts with bromoacetone or 3-bromopentane-2,4-dione, to give tricyclic systems (1a) or (13) containing an extra pyrazole or pyrimidine ring, respectively; in each case the newly formed ring contains a bridgehead nitrogen atom, derived from N-2 of the starting material.With the same reagents, the latter undergoes an interesting ring-opening reaction, for which possible mechanisms are proposed.In contrast, 3-amino-1,2-benzisothiazole does not undergo ring fission under similar conditions, but gives rise to tricyclic compounds containing a bridgehead nitrogen atom.

A C-13 nuclear magnetic resonance study of the pyrimidine synthesis by the reactions of 1,3-dicarbonyl compounds with amidines and ureas

The detailed mechanistic pathways are elucidated for the reactions of acetylacetone, methyl acetoacetate, and dimethyl malonate with a variety of amidines and ureas.In many cases the identification of a single intermediate allows the definition of the reaction path and identification of two steps.Intermediates characterized include ring-closed dihydroxytetrahydropyrimidines, dihydrohydroxypyrimidinones, open-chain enamides, and carbonyl addition compounds.

SYNTHESIS OF SUBSTITUTED 2- AND 4-HYDROXYAMINOPYRIMIDINES

The reaction of 2- and 4-chlorine-containing alkyl(aryl)pyrimidines with hydroxylamine was studied.It was shown that, depending on the amount of hydroxylamine , N,O-dipyrimidinylhydroxyamides or the corresponding 2- and 4-hydroxyaminopyrimidines are formed together with 2- and 4-oxodihydropyrimidines.