20980-22-7

Basic information

• Product Name: 2-(1-Piperazinyl)pyrimidine
• Synonyms: LABOTEST-BB LT00233196;AKOS BBS-00003690;1-PYRIMIDYL PIPERAZINE;2-(1-PIPERAZINYL)PYRIMIDINE;2-PIPERAZINOPYRIMIDINE;2-PIPERAZIN-1-YLPYRIMIDINE;1-(2-PYRIMIDINYL)PIPERAZINE;1-(2-PYRIMIDYL)PIPERAZINE
• CAS NO: 20980-22-7
• Molecular Formula: C₈H₁₂N₄
• Molecular Weight: 164.21
• EINECS: 244-135-5
• Product Categories: APIs & Intermediate;Pyrimidine;Amines and Anilines;Heterocycles;BUILDING BLOCKS;Piperazine derivates;Pyrimidines;Metabolites & Impurities;Mutagenesis Research Chemicals;Heterocycles, Metabolites & Impurities, Mutagenesis Research Chemicals
• Mol File: 20980-22-7.mol
• Article Data: 30

Chemical Properties

• Melting Point: 32-34°C
• Boiling Point: 277 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow/Liquid After Melting
• Density: 1.158 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000195mmHg at 25°C
• Refractive Index: n20/D 1.587(lit.)
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 8.68±0.10(Predicted)
• Water Solubility: almost transparency
• Sensitive: Hygroscopic
• BRN: 151178
• CAS DataBase Reference: 2-(1-Piperazinyl)pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-Piperazinyl)pyrimidine(20980-22-7)
• EPA Substance Registry System: 2-(1-Piperazinyl)pyrimidine(20980-22-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• RTECS: UV9702000
• TSCA: Yes
• HazardClass: 8
• Hazardous Substances Data: 20980-22-7(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid after melting

Uses

Different sources of media describe the Uses of 20980-22-7 differently. You can refer to the following data:
1. The major metabolite of Tandospirone.
2. 2-(1-Piperazinyl)pyrimidine
3. 2-(1-Piperazinyl)pyrimidine (Buspirone EP Impurity A) is the major metabolite of Tandospirone (T006430).

Synthesis Reference(s)

The Journal of Organic Chemistry, 18, p. 1484, 1953 DOI: 10.1021/jo50017a004

General Description

1-(2-Pyrimidyl)piperazine is a piperazine-based derivative. It is a metabolite of buspirone.

InChI:InChI=1/C8H12N4/c1-2-10-8(11-3-1)12-6-4-9-5-7-12/h1-3,9H,4-7H2/p+1

Upstream product

• 78069-54-2 1-(2-pyrimidinyl)piperazine hydrochloride 
• 109-12-6 2-aminopyrimidine 
• 334-22-5 N,N-bis(chloro-2-ethyl)amine 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 110-85-0 piperazine 
• 1722-12-9 2-chloropyrimidine 
• 127264-76-0 tetra-methoxypropane 
• 75-09-2 dichloromethane 
• 7732-18-5 water 
• 94021-22-4 1-(2-pyrimidyl)piperazine dihydrochloride 
• 780705-64-8 1-piperazinecarboxylic acid 4-(2-pyrimidinyl)-, 1,1-dimethylethyl ester 
• 99931-83-6 ethyl 4-(2-pirymidinyl)-1-piperazinecarboxylate 

Downstream Products

• 83928-76-1 gepirone 
• 160539-95-7 1-(3-pyridylacetyl)-4-(2-pyrimidinyl)piperazine 
• 1026425-01-3 (3-Phenyl-cyclohex-3-enyl)-(4-pyrimidin-2-yl-piperazin-1-yl)-methanone 
• 164468-01-3 1-<4-(2-pyrimidyl)-1-piperazinyl>-1,3-butandione 
• 164468-03-5 ethyl 3-<4-(2-pyrimidyl)-1-piperazinyl>butanoate 
• 164468-04-6 1-<4-(2-pyrimidyl)-1-piperazinyl>-2-acetyl-1-hexanone 
• 164468-02-4 ethyl 3-<4-(2-pyrimidyl)-1-piperazinyl>-3-oxopropanoate 
• 217966-19-3 2-[4-(2-Oxy-4-phenyl-furazan-3-ylmethyl)-piperazin-1-yl]-pyrimidine 
• 145208-86-2 2-(4-methylpiperazin-1-yl)pyrimidine 

Relevant articles and documents

Synthesis of heteroarylpiperazines and heteroarylbipiperidines with a restricted side chain and their affinities for 5-HT1A receptor

Heteroarylpiperazine and heteroarylbipiperidine derivatives, bearing a 4-piperidine ring instead of an alkylamino side chain to give the semi-rigidity, were prepared and evaluated for their abilities to displace [3H] 8-OH-DPAT binding to the rat hippocampal synaptic membranes. These compounds showed low to moderate affinities for 5-HT1A receptor, with Ki values ranging from 6912 nM to 232 nM. Of these compounds, 8 b and 15 e exhibited the best affinities for 5-HT1A receptor with Ki values of 232 nM and 338 nM, respectively.

Electrophilic Zinc Homoenolates: Synthesis of Cyclopropylamines from Cyclopropanols and Amines

Metal homoenolates, produced via C-C bond cleavage of cyclopropanols, have been extensively investigated as nucleophiles for the synthesis of β-substituted carbonyl derivatives. Herein, we demonstrate that zinc homoenolates can react as carbonyl-electrophiles in the presence of nucleophilic amines to yield highly valuable trans-cyclopropylamines in good yields and high diastereoselectivities. GSK2879552, a lysine demethylase 1 inhibitor currently in clinical trials for the treatment of small cell lung carcinoma, was synthesized using this strategy.

Synthetic method of piribedil

The invention relates to a synthetic method of piribedil. The synthetic method is a brand new process comprising the steps of synthesizing piperonyl piperazine in one step under the effects of pentamethyleneamine, piperazine pyrimidine and paraformaldehyde, and reacting by virtue of piperonyl piperazine and dichloropyrimidine so as to synthesize piribedil. Piperonyl piperazine has not been synthesized by virtue of the synthetic method before. Compared with a traditional synthetic method of piribedil, the synthetic method has the advantages that synthetic steps are simplified, the three wastes are reduced, the utilization ratio of pentamethyleneamine is remarkably increased, and the after-treatment is relatively environment-friendly.