28246-87-9

Basic information

• Product Name: 1-CYANOCYCLOBUTANECARBOXYLIC ACID ETHYL ESTER
• Synonyms: 1-CYANOCYCLOBUTANECARBOXYLIC ACID ETHYL ESTER;ethyl 1-cyanocyclobutanecarboxylate;Cyclobutanecarboxylic acid, 1-cyano-, ethyl ester
• CAS NO: 28246-87-9
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.17844
• Mol File: 28246-87-9.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 242.8°Cat760mmHg
• Flash Point: 106.2°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.0333mmHg at 25°C
• Refractive Index: 1.466
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-CYANOCYCLOBUTANECARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYANOCYCLOBUTANECARBOXYLIC ACID ETHYL ESTER(28246-87-9)
• EPA Substance Registry System: 1-CYANOCYCLOBUTANECARBOXYLIC ACID ETHYL ESTER(28246-87-9)

Safety Data

• Hazardous Substances Data: 28246-87-9(Hazardous Substances Data)

Usage

Uses

1-CYANOCYCLOBUTANECARBOXYLIC ACID ETHYL ESTER can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical and pharmaceutical production process.

Synthesis

4-(9>-cyclopentyl-5'-methyl-6>-oxo-5>,6>,8>,9>- tetrahydrospiro[cyclobutane-l,7'-pyrimido[4,5-b][l,4]diazepine]-2'-ylamino)-3- methoxybenzoic acid; [0521] Ethyl 1-cyanocyclobutanecarboxylate; To a solution of sodium ethoxide (21wt% in EtOH, 5.79 rnL, 15.5 mmol) in EtOH (25 mL), was added ethyl cyanoacetate(1.12 mL, 10.5 mmol), followed shortly thereafter by 1,1-dibromopropane (1.12 mL, 10 mmol). The reaction mixture was refluxed for 3 hrs. It was then concentrated, and diluted to ethyl acetate. The organic layer was washed with NaHCCh, brine, water, dried over Na2SO4 and concentrated in vacuo to obtain ethyl 1-cyanocyclobutanecarboxylate (1.17 g, 74% yield) as a red liquid. It was used directly for next step reaction.

InChI:InChI=1/C8H11NO2/c1-2-11-7(10)8(6-9)4-3-5-8/h2-5H2,1H3

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 28246-81-3 2-Cyano-5-ethylsulfanyl-pentanoic acid ethyl ester 
• 109-64-8 1,3-dibromo-propane 
• 2999-46-4 Ethyl isocyanoacetate 

Downstream Products

• 1221791-84-9 8-amino-6,7-diazaspiro[3.4]oct-7-en-5-one 
• 845621-11-6 C₆H₉NO₃ 
• 3721-95-7 Cyclobutanecarboxylic acid 
• 622-38-8 Ethyl phenyl sulfide 
• 285570-26-5 ethyl 1-aminocyclobutanecarboxylate 
• 30491-91-9 1-cyanocyclobutane-1-carboxylic acid 
• 2041-56-7 [1-(aminomethyl)cyclobutyl]methanol 
• 141-82-2 malonic acid 
• 5445-51-2 cyclobutane-1,1'-dicarboxylic acid 

Relevant articles and documents

HETEROARYLDIHYDROPYRIMIDINE DERIVATIVES AND METHODS OF TREATING HEPATITIS B INFECTIONS

Provided herein are compounds useful for the treatment of HBV infection in a subject in need thereof, pharmaceutical compositions thereof, and methods of inhibiting, suppressing, or preventing HBV infection in the subject.

Synthesis of the First Representatives of Spiro-1λ6-isothiazolidine-1,1,4-triones

A strategy for the construction of spiro[cycloalkane-1,3′-1′λ6-isothiazolidine]-1′,1′,4′-triones through the sulfonylation of 1-aminocyclopropane- and 1-aminocyclobutanecarboxylates with methanesulfonyl chloride followed by alkylation with methyl iodide and subsequent cyclization in the presence of potassium tert-butoxide in N,N-dimethylformamide is reported. An efficient synthesis of starting 1-aminocyclopropane- and 1-aminocyclobutanecarboxylic acids was developed. The reaction of spiro[cycloalkane-1,3′-1′λ6-isothiazolidine]-1′,1′,4′-triones with N,N-dimethylformamide dimethyl acetal (DMF-DMA) gives 5′-[(Z)-(dimethylamino)methylene]spiro[cycloalkane-1,3′-1′λ6-isothiazolidine]-1′,1′,4′-triones, the structure of which was confirmed by X-ray diffraction study.

Synthesis of 3-aminomethyl-3-fluoropiperidines

A synthetic route toward new 1-alkyl-3-aminomethyl-3-fluoropiperidines, which are of high interest as building blocks in medicinal chemistry, is described. The successful approach consists of the fluorination of ethyl 3-chloropropyl-2-cyanoacetate with Nf