3524-32-1

Basic information

• Product Name: 1,3-Dimethyl-1H-pyrazol-5-amine
• Synonyms: BUTTPARK 29\04-74;ART-CHEM-BB B024294;AKOS B024294;AKOS PAO-1219;AKOS BBS-00004675;5-AMINO-1,3-DIMETHYLPYRAZOLE;3-AMINO-2,5-DIMETHYL-2H-PYRAZOLE;2,5-DIMETHYL-2H-PYRAZOL-3-YLAMINE
• CAS NO: 3524-32-1
• Molecular Formula: C₅H₉N₃
• Molecular Weight: 111.15
• Product Categories: Heterocycle;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Building Blocks;Heterocyclic Building Blocks;Pyrazoles;Building Blocks;C3 to C5;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 3524-32-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 65-69 °C(lit.)
• Boiling Point: 234.7 °C at 760 mmHg
• Flash Point: 88 °C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 0.0521mmHg at 25°C
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4?+-.0.10(Predicted)
• Sensitive: Hygroscopic
• BRN: 113420
• CAS DataBase Reference: 1,3-Dimethyl-1H-pyrazol-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dimethyl-1H-pyrazol-5-amine(3524-32-1)
• EPA Substance Registry System: 1,3-Dimethyl-1H-pyrazol-5-amine(3524-32-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 3524-32-1(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

5-Amino-1,3-dimethylpyrazole may be used in the preparation of: 5-benzamido-1,3-dimethylpyrazolediethyl 2-{[(1,3-dimethyl-1H-pyrazol-5-yl)amino]methylene}malonate5-amino-1,3-dimethyl-4-phthalidylpyrazole(E)-N-(3,7-dimethylocta-2,6-dienyl)-1,3-dimethyl-1H-pyrazol-5-amine analog(LQFM002)4-isopropyl-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-ol

General Description

5-Amino-1,3-dimethylpyrazole undergoes cyclocondensation with ethyl acetoacetate to form the corresponding tetrahydropyrazolopyridine derivatives.

InChI:InChI=1/C5H9N3.ClH/c1-4-3-5(6)8(2)7-4;/h3H,6H2,1-2H3;1H

Upstream product

• 25109-76-6 2,3-dibromobutanenitrile 
• 302-15-8 methylhydrazine sulfuric acid 
• 2469-99-0 Cyanoaceton 
• 60-34-4 methylhydrazine 
• 870-64-4 2-aminocrotononitrile 
• 53871-49-1 5-amino-3-(cyanomethyl)-1-methyl-1H-pyrazole-4-carbonitrile 
• 1118-61-2 3-Aminocrotononitrile 
• 43213-43-0 methylhydrazine sulfate 
• 1118-60-1 3-iminobutyronitrile 
• 98197-25-2 (5-amino-1-methyl-1H-pyrazol-3-yl)-acetic acid 
• 54820-92-7 1,3-dimethyl-5-amino-1H-pyrazole-4-carbonitrile 

Downstream Products

• 205246-65-7 5-isothiocyanato-1,3-dimethyl-1H-pyrazole 
• 105438-76-4 N-benzyl-1,3-dimethyl-1H-pyrazol-5-amine 
• 20481-15-6 ethyl 4-chloro-1,3-dimethylpyrazolo[3,4-b]pyridine-5-carboxylate 
• 1246864-79-8 4-(4-chlorophenyl)-1,3-dimethyl-4,5-dihydro-1H-pyrazolo[3,4-b]pyridin-6(7H)-one 
• 919103-49-4 thiobenzoic acid S-[2-(2,5-dimethyl-2H-pyrazol-3-ylcarbamoyl)-phenyl]ester 
• 96886-30-5 4,5-diamino-3-methyl-1-methyl-1H-pyrazole 
• 67985-59-5 1,3,5,7-tetramethyl-4-phenyl-1,7-dihydropyrazolo[3,4-b:4′,3′-e]pyridine 
• 34798-68-0 S₆₄₅₆₄₈ 
• 168976-58-7 2-Ethyl-5-methyl-4-nitro-2H-pyrazole-3-carboxylic acid (2,5-dimethyl-2H-pyrazol-3-yl)-amide 

Relevant articles and documents

Development of Scalable Processes for the Preparation of N-Methyl-3-Bromo-5-Methyl Pyrazole

The development and optimization of two scalable routes to N-methyl-3-bromo-5-methyl pyrazole is described. The initial Sandmeyer route entailed a three-step sequence from crotonitrile and methyl hydrazine, proceeding through the 3-amino pyrazole intermediate. Due to the GTI liability of the 3-amino pyrazole intermediate, a tedious steam-distillation, and 30% overall yield, we developed a second-generation Sandmeyer-free approach from methyl crotonate and methyl hydrazine which leveraged a condensation, bromination, and oxidation sequence. Process development led to the improved preparation of N-methyl-3-bromo-5-methyl pyrazole with increased efficiency and overall yield. The isolation, handling, and storage of the final product was greatly improved through the generation of the triflic acid salt, and salt form studies are also discussed.

PYRAZOLE DERIVATIVES

Disclosed are compounds of general formula (I), wherein R, R1, Rc, Rd, Re, Rf, X, Y, Z, A and B are as defined in the application.

2,4-DIAMINO-6,7-DIHYDRO-5H-PYRROLO[2,3]PYRIMIDINE DERIVATIVES AS FAK/Pyk2 INHIBITORS

The invention relates to a novel class of 2,4-diamino-6,7-dihydro-5H-pyrrolo[2,3]pyrimidine derivatives as a FAK and/or Pyk2 inhibitor, to a process for their preparation, and to a composition thereof, as well as to use of the compounds for the inhibiting FAK and/or Pyk2 and method for the treatment of a FAK and/ or Pyk2 mediated disorder or disease.