39806-90-1

Basic information

• Product Name: 4-Iodo-1-methyl-1H-pyrazole
• Synonyms: 1-METHYL-4-IODO-1H-PYRAZOLE;4-IODO-1-METHYL-1H-PYRAZOLE;1-Methyl-4-iodo-1H-pyrazole,97%;1H-pyrazole, 4-iodo-1-methyl-;1-Methyl-4-iodo-1H-pyrazole, 97% 1GR;1-Methyl-4-iodopyrazole;1-Methyl-4-iodo-pyrazole;4-iodo-N-Methylpyrazole
• CAS NO: 39806-90-1
• Molecular Formula: C₄H₅IN₂
• Molecular Weight: 208
• Product Categories: blocks;Iodides;Halides;Pyrazoles & Triazoles;CHIRAL CHEMICALS;Pyrazoles & Triazoles;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrazoles;PyrazolesHeterocyclic Building Blocks
• Mol File: 39806-90-1.mol

Chemical Properties

• Melting Point: 61-67 °C
• Boiling Point: 226.9 °C at 760 mmHg
• Flash Point: 91.1 °C
• Appearance: Off-white semi-transparent/Crystals or Crystalline Needles
• Density: 2.07 g/cm³
• Vapor Pressure: 0.12mmHg at 25°C
• Refractive Index: 1.681
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 0.35±0.10(Predicted)
• Water Solubility: Insoluble
• CAS DataBase Reference: 4-Iodo-1-methyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodo-1-methyl-1H-pyrazole(39806-90-1)
• EPA Substance Registry System: 4-Iodo-1-methyl-1H-pyrazole(39806-90-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-41-37/38
• Safety Statements: 37/39-26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 39806-90-1(Hazardous Substances Data)

Usage

Chemical Properties

off-white semi-transparent crystals or

Uses

suzuki reaction

InChI:InChI=1/C4H5IN2/c1-7-3-4(5)2-6-7/h2-3H,1H3

Upstream product

• 930-36-9 1-methyl-1H-pyrazole 
• 5952-93-2 methyl ester of 1-methylpyrazole-4-carboxylic acid 
• 3469-69-0 4-iodopyrazole 
• 74-88-4 methyl iodide 
• 1007521-93-8 N-methyl-4-iodopyrazole diacetate 
• 762-72-1 allyl-trimethyl-silane 
• 74-87-3 methylene chloride 
• 5952-92-1 1-methyl-1H-pyrazole-4-carboxylic acid 

Downstream Products

• 3994-50-1 1-methyl-4-nitropyrazole 
• 288148-34-5 1-methyl-1H-pyrazole-4-sulfonyl chloride 
• 339530-01-7 2-(3-{3-[5-benzyloxy-2-ethyl-4-(1-methyl-1H-pyrazol-4-yl)phenoxy]-propoxy}-2-propylphenoxy)benzoic acid methyl ester 
• 918487-06-6 C₁₂H₉BrN₂ 
• 942317-53-5 (E)-2-tert-butoxycarbonylamino-3-(1-methyl-1H-pyrazol-4-yl)acrylic acid benzyl ester 
• 951403-43-3 2-methyl-4-(3-trifluoromethylphenylethynyl)-2H-pyrazole 
• 1138035-59-2 tert-butyl ({4-(2-fluorophenyl)-5-[(1-methyl-1H-pyrazol-4-yl)thio]-1,3-thiazol-2-yl}methyl)methylcarbamate 
• 1079178-14-5 4-(2-methoxy-4-nitrophenyl)-1-methyl-1H-pyrazole 
• 1006961-59-6 4-(N-benzyl)-1-methyl-1H-pyrazolamine 
• 1201657-09-1 1-methyl-4-((trimethylsilyl)ethynyl)-1H-pyrazole 
• 5952-93-2 methyl ester of 1-methylpyrazole-4-carboxylic acid 
• 1309081-43-3 tert-butyl 4-(1-methyl-1H-pyrazol-4-yl)-3-oxopiperazine-1-carboxylate 
• 1403333-07-2 methyl 1'-methyl-1'H-1,4'-bipyrazole-3-carboxylate 
• 1426254-49-0 (5R,7S)-benzyl 7-methyl-1-(1-methyl-1H-pyrazol-4-yl)-2-oxo-1,8-diazaspiro[4.5]dec-3-ene-8-carboxylate 

Relevant articles and documents

Regioselective Synthesis of C3-Hydroxyarylated Pyrazoles

Pyrazoles are ubiquitous structures in medicinal chemistry. We report the first regioselective route to C3-hydroxyarylated pyrazoles obtained through reaction of pyrazole N-oxides with arynes using mild conditions. Importantly, this method does not requir

Method for synthesizing 1 - methyl -4 -iodo pyrazole (by machine translation)

The invention relates to the technical field 1 - methyl -4 - iodinol synthesis, in particular to a synthesis method of 1 - methyl -4 - iodo pyrazole. The synthesis method of 1 - methyl -4 - iodinol comprises the following steps: (1) mixing 1 - methylpyrazole with iodine, heating to 40 - 80 °C, dropwise adding an oxidizing agent aqueous solution to carry out iodination reaction, and (2) adding alkali liquor to 5 - 9 DEG C to obtain a light yellow crystal, namely 1 - methyl -4 - iodo pyrazole. To 1 - methyl -4 - iodinol synthesis method, 1 - methylpyrazole raw materials are used as the iodinating agent, and an oxidizing agent, an oxidizing agent and hydrogen iodide are added to generate iodine, so that iodine is fully utilized, the reaction rate and product yield are improved, and the synthesis cost 1 - methyl -4 -iodo pyrazole is greatly reduced. (by machine translation)

BTK Inhibitors and uses thereof

The invention discloses a bruton's tyrosine kinase (BTK) inhibitor and use thereof. Specifically, the invention provides heteroaromatic compounds or stereoisomers, geometrical isomers, tautomers, racemates, nitrogen oxides, hydrates, solvates, metabolites and pharmaceutically acceptable salts or prodrugs thereof, and pharmaceutical compositions containing the heteroaromatic compounds; the invention also discloses use of the heteroaromatic compounds or the pharmaceutical compositions containing the heteroaromatic compounds in preparation of medicines; the medicines can be used for treating autoimmune diseases, inflammatory diseases or proliferative diseases.

Disulfide-Catalyzed Iodination of Electron-Rich Aromatic Compounds

Herein, a disulfide-catalyzed electrophilic iodination of aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) has been developed. The disulfide activates DIH as a Lewis base to promote the iodination reaction in acetonitrile under mild conditions. This system is applicable to a wide range of electron-rich aromatic compounds, including acetanilide, anisole, imidazole, and pyrazole derivatives.

Disulfide-Catalyzed Iodination of Electron-Rich Aromatic Compounds

Herein, a disulfide-catalyzed electrophilic iodination of aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) has been developed. The disulfide activates DIH as a Lewis base to promote the iodination reaction in acetonitrile under mild conditions. This system is applicable to a wide range of electron-rich aromatic compounds, including acetanilide, anisole, imidazole, and pyrazole derivatives.

Decarboxylative Suzuki-Miyaura coupling of (hetero)aromatic carboxylic acids using iodine as the terminal oxidant

A novel methodology for the decarboxylative Suzuki-Miyaura-type coupling has been established. This process uses iodine or a bromine source as both the decarboxylation mediator and the terminal oxidant, thus avoiding the need for stoichiometric amounts of transition metal salts previously required. Our new protocol allows for the construction of valuable biaryl architectures through the coupling of (hetero)aromatic carboxylic acids with arylboronic acids. The scope of this decarboxylative Suzuki reaction has been greatly diversified, allowing for previously inaccessible non-ortho-substituted aromatic acids to undergo this transformation. The procedure also benefits from low catalyst loadings and the absence of stoichiometric transition metal additives.

Visible-Light-Induced [4+2] Annulation of Thiophenes and Alkynes to Construct Benzene Rings

The [4+2] annulation represents an elegant and versatile synthetic protocol for the construction of benzene rings. Herein, a strategy for visible-light induced [4+2] annulation of thiophenes and alkynes, to afford benzene rings, is presented. Under simple and mild reaction conditions, the ready availability and structural diversity of thiophenes and alkynes permit the facile synthesis of several substituted aromatic rings. Valuable drugs and amino acids are also well tolerated. Moreover, DFT calculations explain the high regioselectivity of the reaction.

Deprotonation of 4-ethynylpyrazolium salts

4-Ethynyl-1,2-dimethylpyrazolium salts were prepared by methylation of the corresponding 4-ethynyl-1-methylpyrazoles with trimethyloxonium tetrafluoroborate and were deprotonated to give the corresponding pyrazolium-4acetylenides, which are mesomeric betaines. These can be represented as alkynyl- or mesoionic allenylidene-type resonance forms. Calculations and spectroscopic investigations were performed to determine the contribution of each canonical form to the overall structure. Ylides and N-heterocyclic carbenes are tautomers of the betaines. Their relative stabilities have been compared.

Alkenyl compound and its method and use thereof

The invention provides a new substituted alkenyl compound, pharmaceutically acceptable salts of the new substituted alkenyl compound, a medicinal preparation of the new substituted alkenyl compound, and application of the new substituted alkenyl compound, the pharmaceutically acceptable salts and the medicinal preparation of the new substituted alkenyl compound in aspects of regulating the activity of protein kinase and regulating the intercellular or intracellular signal response. The invention also relates to a medicament composition containing the compound at the same time, and relates to a method for treating high-proliferative diseases of mammals especially the human by using the medicament composition.

Preparation and application of novel purine analogue JAK (janus kinase) inhibitor

The invention provides medicine for preventing, treating and/or relieving autoimmunity diseases such as Psoriasis, rheumatoid arthritis, inflammatory enteritis diseases, sjogren's syndrome, behcet's diseases, multiple sclerosis and systemic lupus erythematosus. The medicine has excellent JAK inhibitory activity. The invention also provides a medically acceptable composition containing the compoundand a method for preparing the compound.