(R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one

Product Name: (R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one
CAS No.: 889877-77-4
Chemical Name: (R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one
Synonyms: Volasertib(BI6727)-A4;Thiazole,2-bromo-8-(bromomethyl)-;2-Chloro-7-ethyl-8-isopropyl-7,8-dihydro-5H-pteridin-6-one;(S)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one;(R)-2-Chloro-7-ethyl-8-isopropyl-7,8-dihydro-5H-pteridin-6-one;(R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one;(7R)-2-Chloro-7-ethyl-7,8-dihydro-8-(1-methylethyl)-6(5H)-pteridinone;6(5H)-Pteridinone, 2-chloro-7-ethyl-7,8-dihydro-8-(1-methylethyl)-, (7R)-
CBNumber: CB22485120
Molecular Formula: C11H15ClN4O
Formula Weight: 254.72
MOL File: 889877-77-4.mol

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(R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one Property

Density: 1.224
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: C365798
Product name: (7R)-2-Chloro-7-ethyl-7,8-dihydro-8-(1-methylethyl)-6(5H)-pteridinone
Packaging: 500mg
Price: $100
Updated: 2021/12/16

Ambeed

Product number: A389362
Product name: (R)-2-Chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one
Purity: 95%
Packaging: 100mg
Price: $24
Updated: 2021/12/16

Ambeed

Product number: A389362
Product name: (R)-2-Chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one
Purity: 95%
Packaging: 250mg
Price: $36
Updated: 2021/12/16

Ambeed

Product number: A389362
Product name: (R)-2-Chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one
Purity: 95%
Packaging: 1g
Price: $70
Updated: 2021/12/16

Alichem

Product number: 889877774
Product name: (R)-2-Chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one
Packaging: 250mg
Price: $159.6
Updated: 2021/12/16

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(R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one Chemical Properties,Usage,Production

Uses

(7R)-2-Chloro-7-ethyl-7,8-dihydro-8-(1-methylethyl)-6(5H)-pteridinone is used as a reactant in the synthetic preparation of dihydroimidazolo-pteridine derivatives as novel Polo-like kinase-1 (PLK1) inhibitors and potential antitumor agents.

Synthesis

946161-16-6

889877-77-4

General procedure for the synthesis of (R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one from (R)-2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoic acid methyl ester: 50 g of (R)-2-((2-chloro-5-nitropyrimidin-4-yl)(isopropyl)amino)butanoic acid methyl ester was dissolved in 375 mL of in tetrahydrofuran and hydrogenation was carried out in the presence of 5 g of platinum carbon catalyst (5% loading) at 3 bar hydrogen pressure and 35 °C until hydrogen consumption ceased. Subsequently, 2.5 g of vanadium oxyacetylacetonate was added and the hydrogenation reaction was continued. Upon completion of the reaction, the reaction mixture was filtered to remove the catalyst. The solvent was removed by distillation under reduced pressure. To the residue was added 150 mL of 2-propanol and heated to reflux. Then 300 mL of deionized water was added and the resulting suspension was slowly cooled to 2°C. The precipitate was collected by filtration and washed with a cold 2-propanol and deionized water mixture. Finally, the product was dried in a vacuum drying oven at 50 °C to give 36 g of (R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one in 90% of the theoretical yield.

References

[1] Patent: WO2007/90844, 2007, A1. Location in patent: Page/Page column 13
[2] Patent: WO2009/19205, 2009, A1. Location in patent: Page/Page column 13-14
[3] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 5, p. 1311 - 1315
[4] Patent: EP2481739, 2012, A1. Location in patent: Page/Page column 57
[5] Patent: US2012/184543, 2012, A1. Location in patent: Page/Page column 59

(R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one Suppliers

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View Lastest Price from (R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one manufacturers

Career Henan Chemical Co

Product: (R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one 889877-77-4
Price: US $5.50/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1kg-100kg
Release date: 2020-01-10

889877-77-4, (R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-oneRelated Search:

(R)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one

(R)-2-Chloro-7-ethyl-8-isopropyl-7,8-dihydro-5H-pteridin-6-one

Volasertib(BI6727)-A4

2-Chloro-7-ethyl-8-isopropyl-7,8-dihydro-5H-pteridin-6-one

(7R)-2-Chloro-7-ethyl-7,8-dihydro-8-(1-methylethyl)-6(5H)-pteridinone

6(5H)-Pteridinone, 2-chloro-7-ethyl-7,8-dihydro-8-(1-methylethyl)-, (7R)-

Thiazole,2-bromo-8-(bromomethyl)-

(S)-2-chloro-7-ethyl-8-isopropyl-7,8-dihydropteridin-6(5H)-one

889877-77-4