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5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE, also known as 4-(5-Bromopyrimidin-2-yl)morpholine, is an organic compound that serves as a key intermediate in the synthesis of various chemical compounds. It is characterized by the presence of a bromo substituent on the pyrimidine ring and a morpholine group, which contributes to its unique chemical properties and reactivity.

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  • 84539-22-0 Structure
  • Basic information

    1. Product Name: 5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE
    2. Synonyms: 4-(5-BROMO-PYRIMIDIN-2-YL)-MORPHOLINE;5-BROMO-2-(4-MORPHOLINO)-PYRIMIDINE;5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE;2-Morpholino-5-bromopyrimidine
    3. CAS NO:84539-22-0
    4. Molecular Formula: C8H10BrN3O
    5. Molecular Weight: 244.09
    6. EINECS: N/A
    7. Product Categories: Organohalides;Pyrimidine
    8. Mol File: 84539-22-0.mol
  • Chemical Properties

    1. Melting Point: 125.0-127.7 °C
    2. Boiling Point: 382.815oC at 760 mmHg
    3. Flash Point: 185.32oC
    4. Appearance: White to off-white/Crystalline Powder
    5. Density: 1.571g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.583
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 3.23±0.42(Predicted)
    11. CAS DataBase Reference: 5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE(84539-22-0)
    13. EPA Substance Registry System: 5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE(84539-22-0)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 22
    3. Safety Statements: N/A
    4. RIDADR: UN 2811 6.1 / PGIII
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 84539-22-0(Hazardous Substances Data)

84539-22-0 Usage

Uses

Used in Pharmaceutical Industry:
5-BROMO-2-MORPHOLIN-1-YL-PYRIMIDINE is used as a key intermediate in the synthesis of carbamimidoylcarbamate derivatives, which are novel vascular adhesion protein-1 (VAP-1) inhibitors. VAP-1 is an enzyme involved in the inflammatory process and has been implicated in various diseases, including diabetes, atherosclerosis, and asthma. By inhibiting VAP-1, these carbamimidoylcarbamate derivatives have the potential to treat these conditions and improve patient outcomes.

Check Digit Verification of cas no

The CAS Registry Mumber 84539-22-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,4,5,3 and 9 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 84539-22:
(7*8)+(6*4)+(5*5)+(4*3)+(3*9)+(2*2)+(1*2)=150
150 % 10 = 0
So 84539-22-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H10BrN3O/c9-7-5-10-8(11-6-7)12-1-3-13-4-2-12/h5-6H,1-4H2

84539-22-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(5-Bromopyrimidin-2-yl)morpholine

1.2 Other means of identification

Product number -
Other names 4-(5-bromopyrimidin-2-yl)morpholine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:84539-22-0 SDS

84539-22-0Relevant articles and documents

Room-Temperature Amination of Chloroheteroarenes in Water by a Recyclable Copper(II)-Phosphaadamantanium Sulfonate System

Dandela, Rambabu,Desai, Aman A.,Kapdi, Anant R.,Kori, Santosh,Maity, Dilip K.,Parmar, Udaysinh,Somvanshi, Dipesh

, p. 8900 - 8925 (2021/07/20)

Buchwald-Hartwig amination of chloroheteroarenes has been a challenging synthetic process, with very few protocols promoting this important transformation at ambient temperature. The current report discusses about an efficient copper-based catalytic system (Cu/PTABS) for the amination of chloroheteroarenes at ambient temperature in water as the sole reaction solvent, a combination that is first to be reported. A wide variety of chloroheteroarenes could be coupled efficiently with primary and secondary amines as well as selected amino acid esters under mild reaction conditions. Catalytic efficiency of the developed protocol also promotes late-stage functionalization of active pharmaceutical ingredients (APIs) such as antibiotics (floxacins) and anticancer drugs. The catalytic system also performs efficiently at a very low concentration of 0.0001 mol % (TON = 980,000) and can be recycled 12 times without any appreciable loss in activity. Theoretical calculations reveal that the π-acceptor ability of the ligand PTABS is the main reason for the appreciably high reactivity of the catalytic system. Preliminary characterization of the catalytic species in the reaction was carried out using UV-VIS and ESR spectroscopy, providing evidence for the Cu(II) oxidation state.

INHIBITORS TO TARGET HIV-1 NEF-CD80/CD86 INTERACTIONS FOR THERAPEUTIC INTERVENTION

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Paragraph 000138; 000184, (2020/03/05)

The compounds of Formula I, II, and III along with their stereoisomers, pharmaceutically acceptable salts, polymorphs, solvates and hydrates thereof are described in the present disclosure. The said compounds restore immune activation in case of infections or a disease associated with an HIV infection in a subject in need thereof.

LDHA ACTIVITY INHIBITORS

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Page/Page column 71-72, (2018/12/13)

The invention provides compounds of formula (I), stereoisomers, tautomers, pharmaceutically acceptable salts and prodrugs thereof: (I) wherein A1 to A6 and R1 to R4 are as defined herein. Such compounds are suit

RORGAMMA MODULATORS AND USES THEREOF

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Page/Page column 41; 48, (2018/08/20)

The present invention provides novel compounds of formula (la) that are modulators of RORgamma. These compounds, and pharmaceutical compositions comprising the same, are suitable means for treating any disease wherein the modulation of RORgamma has therapeutic effects, for instance in autoimmune diseases, autoimmune-related diseases, inflammatory diseases, metabolic diseases, fibrotic diseases, or cholestatic diseases.

3-((HETERO-)ARYL)-8-AMINO-2-OXO-1,3-DIAZA-SPIRO-[4.5]-DECANE DERIVATIVES

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Paragraph 0323; 0324; 0325, (2017/08/07)

The invention relates to 3-((hetero-)aryl)-8-amino-2-oxo-1,3-diaza-spiro-[4.5]-decane derivatives, their preparation and their use in medicine, particularly in the treatment of pain.

BICYCLIC COMPOUND AND USE THEREOF FOR INHIBITING SUV39H2

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Page/Page column 339; 343; 350, (2017/08/01)

The present invention directs to a compound represented by formula (I).

HETEROARYL COMPOUNDS AND PHARMACEUTICAL APPLICATIONS THEREOF

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Paragraph 00729, (2016/01/25)

The present invention provides herein is a heteroaryl compound or a stereoisomer, a geometric isomer, a tautomer, a racemate, an N-oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof, as well as a pharmaceutical composition containing the compound disclosed herein. The present invention also provides herein is use of the compound or the pharmaceutical composition thereof disclosed herein in the manufacture of a medicine for treating autoimmune diseases or proliferative diseases.

Synthesis of 5-(het)aryl- and 4,5-di(het)aryl-2-(thio)morpholinopyrimidines from 2-chloropyrimidine via SN H and cross-coupling reactions

Cheprakova,Verbitskiy,Ezhikova,Kodess,Pervova,Slepukhin,Toporova,Kravchenko,Medvinskiy,Rusinov,Charushin

, p. 1350 - 1358 (2015/03/14)

It has been shown that various combinations of nucleophilic aromatic substitution of hydrogen (SN H), SN ipso and the microwave-assisted Suzuki cross-coupling reactions are a versatile method for the synthesis o

Novel bisaryl substituted thiazoles and oxazoles as highly potent and selective peroxisome proliferator-activated receptor δ agonists

Epple, Robert,Cow, Christopher,Xie, Yongping,Azimioara, Mihai,Russo, Ross,Wang, Xing,Wityak, John,Karanewsky, Donald S.,Tuntland, Tove,Nguyê?-Tran, Van T. B.,Ngo, Cara Cuc,Huang, David,Saez, Enrique,Spalding, Tracy,Gerken, Andrea,Iskandar, Maya,Seidel, H. Martin,Tian, Shin-Shay

experimental part, p. 77 - 105 (2010/04/30)

The discovery, synthesis, and optimization of compound 1 from a high-throughput screening hit to highly potent and selective peroxisome proliferator-activated receptor δ (PPARδ) agonists are reported. The synthesis and structure-activity relationship in this series are described in detail. On the basis of a general schematic PPAR pharmacophore model, scaffold 1 was divided into headgroup, linker, and tailgroup and successively optimized for PPAR activation using in vitro PPAR transactivation assays. A (2-methylphenoxy)acetic acid headgroup, a flexible linker, and a five-membered heteroaromatic center ring with two hydrophobic aryl substituents were required for efficient and selective PPARδ activation. The fine-tuning of these aryl substituents led to an array of highly potent and selective compounds such as compound 38c, displaying an excellent pharmacokinetic profile in mouse. In an in vivo acute dosing model, selected members of this array were shown to induce the expression of pyruvate dehydrogenase kinase-4 (PDK4) and uncoupling protein-3 (UCP3), genes that are known to be involved in energy homeostasis and regulated by PPARδ in skeletal muscle.

Oxidative amination of cuprated pyrimidine and purine derivatives

Boudet, Nadege,Dubbaka, Srinivas Reddy,Knochel, Paul

supporting information; experimental part, p. 1715 - 1718 (2009/04/10)

Using regioselective cuprations (via magnesiations), various primary, secondary and tertiary aminated pyrimidine and purine derivatives were prepared by the oxidative coupling of lithium amidocuprates using chloranil. DNA and RNA units such as aminated uracil or thymine, and adenine, as well as a CDK inhibitor, purvalanol A, were all obtained under mild conditions and satisfactory yields.

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