53788-49-1

Basic information

• Product Name: 1-Boc-4-methylpiperazine
• Synonyms: 1-BOC-4-METHYLPIPERAZINE;4-METHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-Methyl-4-(tert-butoxycarbonyl)piperazine;4-Methyl-1-piperazinecarboxylic Acid 1,1-Dimethylethyl Ester;N-Boc-N-methylpiperazine;4-Methyl-1-piperazinecarboxylic Acid 1,1-DiMethylethyl Ester-d3;4-Methylpiperazine-1-carboxylic Acid tert-Butyl Ester-d3;N-Boc-N-Methylpiperazine-d3
• CAS NO: 53788-49-1
• Molecular Formula: C₁₀H₂₀N₂O₂
• Molecular Weight: 200.28
• Product Categories: Piperidines, Piperidones, Piperazines;Heterocyclic Compounds;Heterocycles;Intermediates
• Mol File: 53788-49-1.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 254.8 °C at 760 mmHg
• Flash Point: 107.9 °C
• Appearance: /
• Density: 1.023 g/cm³
• Vapor Pressure: 0.0169mmHg at 25°C
• Refractive Index: 1.474
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• PKA: 6.90±0.10(Predicted)
• CAS DataBase Reference: 1-Boc-4-methylpiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-4-methylpiperazine(53788-49-1)
• EPA Substance Registry System: 1-Boc-4-methylpiperazine(53788-49-1)

Safety Data

• Hazardous Substances Data: 53788-49-1(Hazardous Substances Data)

Usage

Description

1-Boc-4-methylpiperazine, also known as N-Boc-4-methylpiperazine, is an organic compound that belongs to the class of piperazines. It is a colorless oil with a molecular formula of C10H20N2O2. 1-Boc-4-methylpiperazine is characterized by the presence of a 1,1-dimethylethyl (Boc) group at the 1-position and a methyl group at the 4-position of the piperazine ring. The Boc group serves as a protecting group for the amine functionality, which is crucial in various chemical reactions and synthesis processes.

Uses

1-Boc-4-methylpiperazine is used as a synthetic intermediate for the preparation of various pharmaceutical compounds and bioactive molecules. Its primary application is in the synthesis of piperazine-1-carboxamide derivatives, which are known as fatty acid amide hydrolase (FAAH) inhibitors. FAAH inhibitors have potential therapeutic applications in the treatment of various neurological disorders, such as anxiety, depression, and chronic pain.
Used in Pharmaceutical Industry:
1-Boc-4-methylpiperazine is used as a key building block for the synthesis of FAAH inhibitors. These inhibitors are being investigated for their potential therapeutic effects in treating neurological disorders. By inhibiting FAAH, these compounds can modulate the endocannabinoid system, which plays a crucial role in regulating various physiological processes, including mood, appetite, and pain perception.
Used in Chemical Research:
1-Boc-4-methylpiperazine is also utilized as a valuable research tool in the field of organic chemistry. Its unique structural features and reactivity make it an attractive candidate for the development of new synthetic methods and strategies. Researchers can use this compound to explore novel reaction pathways, optimize reaction conditions, and develop more efficient and selective synthetic routes to target molecules.

InChI:InChI=1/C10H20N2O2/c1-10(2,3)14-9(13)12-7-5-11(4)6-8-12/h5-8H2,1-4H3

Upstream product

• 109-01-3 1-methyl-piperazine 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 870-46-2 t-butoxycarbonylhydrazine 
• 183383-30-4 tert-butyl 4-formylpiperazine-1-carboxylate 
• 57260-71-6 1-t-Butoxycarbonylpiperazine 
• 201230-82-2 carbon monoxide 
• 75-65-0 tert-butyl alcohol 
• 74-83-9 methyl bromide 

Downstream Products

• 109-01-3 1-methyl-piperazine 
• 1007315-07-2 4-t-boc-1-methyl-1-(4-nitrophenyl)piperazinium fluoride 
• 479691-42-4 tert-butyl 4-(4-chloropyrimidin-2-yl)piperazine- 1-carboxylate 
• 313657-11-3 (2R)-Methyl-1-[3-(2-phenoxyethoxy)-2-pyrazinyl]piperazine, Hydrochloride 
• 1033717-19-9 tert-Butyl (2R)-2,4-Dimethylpiperazine-1-carboxylate 
• 1236273-03-2 C₁₁H₂₂N₂O₂ 
• 1143577-33-6 tert-butyl 4-[4-(2,4-difluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate 
• 1567326-99-1 tert-butyl 4-[4-(2,5-difluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate 
• 1567327-00-7 tert-butyl 4-[4-(3,4-difluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate 
• 1567327-01-8 tert-butyl 4-[4-(3,5-difluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate 
• 1143577-34-7 4-(2,4-difluorophenyl)-2-(piperazin-1-yl)pyrimidine 
• 1143623-65-7 4-(2,5-difluorophenyl)-2-(piperazin-1-yl)pyrimidine 
• 1143623-66-8 4-(3,4-difluorophenyl)-2-(piperazin-1-yl)pyrimidine dihydrochloride 
• 1143623-67-9 4-(3,5-Difluorophenyl)-2-(piperazin-1-yl)pyrimidine 

Relevant articles and documents

Design, Synthesis, and Bioevaluation of 2-Aminopteridin-7(8H)-one Derivatives as Novel Potent Adenosine A2A Receptor Antagonists for Cancer Immunotherapy

In recent years, the adenosine A2A receptor (A2AR) has shown exciting progress in the development of immunotherapies for the treatment of cancer. Herein, a 2-amino-7,9-dihydro-8H-purin-8-one compound (1) was identified as an A2AR antagonist hit through in-house library screening. Extensive structure-activity relationship (SAR) studies led to the discovery of 2-aminopteridin-7(8H)-one derivatives, which showed high potencies on A2AR in the cAMP assay. Compound 57 stood out with an IC50 value of 8.3 ± 0.4 nM against A2AR at the 5′-N-ethylcarboxamidoadenosine (NECA) level of 40 nM. The antagonistic effect of 57 was sustained even at a higher NECA concentration of 1 μM, which mimicked the adenosine level in the tumor microenvironment (TME). Importantly, 57 enhanced T cell activation in both the IL-2 production assay and the cancer-cell-killing model, thus demonstrating its potential as a lead for developing novel A2AR antagonists in cancer immunotherapy.

[TPA][Pro] ionic liquid as efficient reaction medium for N-tert-Boc protection of amines

A facile and efficient N-tert-Boc protection of amines is described by the reaction of various primary, secondary, benzylic and aryl amines with di-tert-butyl dicarbonate in the ionic liquid [TPA][Pro] at room temperature. All the N-tert-butylcarbamates are afforded in excellent yields. A catalyst-free method was developed and the ionic liquid [TPA][Pro] can be recovered and reused for several times without loss of its activity.

Chelating Bis(1,2,3-triazol-5-ylidene) Rhodium Complexes: Versatile Catalysts for Hydrosilylation Reactions

NHC-rhodium complexes (NHC=N-heterocyclic carbenes) have been widely used as efficient catalysts for hydrosilylation reactions. However, the substrates were mostly limited to reactive carbonyl compounds (aldehydes and ketones) or carbon-carbon multiple bonds. Here, we describe the application of newly-developed chelating bis(tzNHC)-rhodium complexes (tz=1,2,3-triazol-5-ylidene) for several reductive transformations. With these catalysts, the formal reductive methylation of amines using carbon dioxide, the hydrosilylation of amides and carboxylic acids, and the reductive alkylation of amines using carboxylic acids have been achieved under mild reaction conditions.