448964-37-2

Basic information

• Product Name: 2,6,7,8-Tetrahydro-1H-indeno[5,4-b]furan-8-ylethylamine
• Synonyms: rac Despropionyl Ramelteon Discontinued see: D297275;1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-ethanaMine;2-(2,6,7,8-tetrahydro-1H-indeno[5,4-b]furan-8-yl)ethanaMine;rac Despropionyl Ramelteon;2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethan-1-amine;2,6,7,8-Tetrahydro-1H-indeno[5,4-b]furan-8-ethanamine;2,6,7,8-Tetrahydro-1H-indeno[5,4-b]furan-8-yl-ethylamine
• CAS NO: 448964-37-2
• Molecular Formula: C₁₃H₁₇NO
• Molecular Weight: 203.28
• Product Categories: Aromatics;Heterocycles;Amines
• Mol File: 448964-37-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 317.2 °C at 760 mmHg
• Flash Point: 127.9 °C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C
• PKA: 10.27±0.10(Predicted)
• CAS DataBase Reference: 2,6,7,8-Tetrahydro-1H-indeno[5,4-b]furan-8-ylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6,7,8-Tetrahydro-1H-indeno[5,4-b]furan-8-ylethylamine(448964-37-2)
• EPA Substance Registry System: 2,6,7,8-Tetrahydro-1H-indeno[5,4-b]furan-8-ylethylamine(448964-37-2)

Safety Data

• Hazardous Substances Data: 448964-37-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless Oil

Uses

Different sources of media describe the Uses of 448964-37-2 differently. You can refer to the following data:
1. A tricyclic indan derivative; as potential therapeutic agent for sleep disorders
2. Ramelteon (R110050) intermediate.

InChI:InChI=1/C13H17NO/c14-7-5-10-2-1-9-3-4-12-11(13(9)10)6-8-15-12/h3-4,10H,1-2,5-8,14H2

Upstream product

• 496-16-2 2.3-dihydrobenzofuran 
• 55745-70-5 2,3-dihydro-benzofuran-5-carbaldehyde 
• 217483-05-1 ethyl 3-(2,3-dihydrobenzofuran-5-yl)acrylate 
• 198707-57-2 3-(2,3-dihydro-1-benzofuran-5-yl)prop-2-enoic acid 
• 1053239-39-6 2?(1,6,7,8?tetrahydro?2H?indeno[5,4?b]furan?8?yl)ethylamine hydrochloride 
• 196597-77-0 4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one 
• 221530-44-5 2-(1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-ylidene)acetonitrile 
• 227179-21-7 3-(6,7-dibromo-2,3-dihydro-benzofuran-5-yl)-propionyl chloride 
• 196597-66-7 ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)propanoate 
• 196597-78-1 1,2,6,7-tetrahydro-8H-indeno[5,4-b]-furan-8-one 
• 196597-65-6 ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate 
• 196597-79-2 (E)-2-(1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-ylidene)acetonitrile 
• 196597-75-8 ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-yl)propanoate 
• 196597-76-9 ethyl 3-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl) propionic acid 

Downstream Products

• 196597-27-0 N-[2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]propionamide 
• 196597-16-7 N-[2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]acetylamide 
• 196597-81-6 (S)-2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)-ethylamine 
• 196597-26-9 ramelteon 

Relevant articles and documents

Preparation method of ramelteon

The invention belongs to the field of medicinal chemistry, and mainly relates to a (S)-2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)-1-ethylamine compound represented by a formula I. The method has the advantages that the operation is simple, the steps are reduced compared with the previous method, the route is shortened, and the used solvent is single in variety, convenient to recycle and high in yield, wherein the formula I is defined in the specification.

Preparation method of high-purity ramelteon

The invention discloses a preparation method of high-purity ramelteon. The preparation method comprises the following steps: taking 1,2,6,7-tetrahydro-8H-indene[5,4-b]furan-8-ketone as a starting material; carrying out reduction and amino protection through wittig-horner reaction; carrying out amino deprotection under an acidic condition; carrying out hydrogenation reaction; then carrying out chiral resolution and acrylation reaction, thus obtaining the ramelteon. The ramelteon obtained through the invention is high in product purity and higher in yield; and formation of impurities is inhibited.

PROCESS OF MAKING RAMELTEON AND RELATED SUBSTANCES

The present patent application provides a process for the preparation of compounds of the Formula (I) Wherein represents a single bond or a double bond. R represents ethyl, vinyl or ethynyl.