96056-64-3

Basic information

• Product Name: METHYL 2-INDOLINECARBOXYLATE
• Synonyms: METHYL 2-INDOLINECARBOXYLATE;2,3-DIHYDRO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER;(S)-indoline-2-carboxylic acid methyl ester hydrochloride;1H-Indole-2-carboxylic acid, 2,3-dihydro-, Methyl ester, hydrochloride (1:1), (2S)-;(S)-Methyl indoline-2-carboxylate hydrochloride
• CAS NO: 96056-64-3
• Molecular Formula: C₁₀H₁₁NO₂*ClH
• Molecular Weight: 177.2
• EINECS: 1592732-453-0
• Mol File: 96056-64-3.mol

Chemical Properties

• Melting Point: 117℃
• Boiling Point: 380°C at 760 mmHg
• Flash Point: 183.6°C
• Appearance: /
• Density: 1.286g/cm³
• Vapor Pressure: 1.88E-06mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: METHYL 2-INDOLINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-INDOLINECARBOXYLATE(96056-64-3)
• EPA Substance Registry System: METHYL 2-INDOLINECARBOXYLATE(96056-64-3)

Safety Data

• Hazard Codes: Xn
• Statements: 43-48/22-62
• Safety Statements: 22-25-26-36/37
• Hazardous Substances Data: 96056-64-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-4,8,10H,5H2,(H,11,12)/t8-/m1/s1

Upstream product

• 67-56-1 methanol 
• 16851-56-2 indolin-2-yl carboxylic acid 

Downstream Products

• 139456-30-7 4-Acetyl-2-(4-chloro-phenyl)-10,10a-dihydro-2H-[1,2,4]triazino[4,5-a]indol-1-one 
• 110659-07-9 N-acetyl-indoline-2-carboxylic acid methyl ester 
• 59040-84-5 indoline-2-carboxylic acid methyl ester 
• 110592-39-7 (S)-N-acetyl-2,3-dihydroindoline-2-carboxylic acid methyl ester 
• 139456-28-3 4-Acetyl-2-phenyl-10,10a-dihydro-2H-[1,2,4]triazino[4,5-a]indol-1-one 
• 139456-29-4 4-Acetyl-2-(4-fluoro-phenyl)-10,10a-dihydro-2H-[1,2,4]triazino[4,5-a]indol-1-one 

Relevant articles and documents

Catalytic asymmetric hydrogenation of indoles using a rhodium complex with a chiral bisphosphine ligand PhTRAP

Highly enantioselective hydrogenation of N-protected indoles was successfully developed by use of the rhodium catalyst generated in situ from [Rh(nbd)2]SbF6 and the chiral bisphosphine PhTRAP, which can form a trans-chelate complex with a transition metal atom. The PhTRAP-rhodium catalyst required a base (e.g., Cs2CO3) for the achievement of high enantioselectivity. Various 2-substituted N-acetylindoles were converted into the corresponding chiral indolines with up to 95% ee. The hydrogenations of 3-substituted N-tosylindoles yielded indolines possessing a stereogenic center at the 3-position with high enantiomeric excesses (up to 98% ee).

METHOD FOR PREPARING (S)-INDOLINE-2-CARBOXYLIC ACID AND (S)-INDOLINE-2-CARBOXYLIC ACID METHYL ESTER USING HYDROLYTIC ENZYME

Disclosed is a method for preparing (S)-indoline-2-carboxylic acid and (S)-indoline-2-carboxylic acid methyl ester using an inexpensive industrially available enzyme capable of assuring superior optical purity and yield. At this time, the hydrolytic enzyme is selected from the group consisting of Savinase, Alcalase, Novozym 243, Everlase, Esperase, Protease 7 and Acylase, whereby (S)-indoline-2-carboxylic acid and methyl ester thereof having an optical purity of at least 99%e.e. can be obtained through a simplified preparation process, thus generating economic benefits.

HETEROCYCLES FROM NITRILE IMINES. PART IV. CHIRAL 4,5-DIHYDRO-1,2,4-TRIAZIN-6-ONES

The reaction of nitrile imines (II) with α-amino esters (III) proceeds with no detectable racemization and constitutes a convenient synthetic route to 4,5-dihydro-1,2,4-triazin-6-ones (IV).Permangamate oxidation of heterocycles (IV) affords the corresponding 1,2,4-triazin-6-ones (V).The reaction of (II) with β-amino esters gives the respective acyclic amidrazone adducts (VI).