316375-85-6

Basic information

• Product Name: Methyl indolizine-1-carboxylate
• Synonyms: methyl indolizine-1-carboxylate;1-Indolizinecarboxylic acid methyl ester;1-carbomethoxyindolizine;Indolizine-1-carboxylic acid methyl ester
• CAS NO: 316375-85-6
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.18
• Mol File: 316375-85-6.mol

Chemical Properties

• Appearance: /
• Density: 1.16
• Refractive Index: 1.573
• CAS DataBase Reference: Methyl indolizine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl indolizine-1-carboxylate(316375-85-6)
• EPA Substance Registry System: Methyl indolizine-1-carboxylate(316375-85-6)

Safety Data

• Hazardous Substances Data: 316375-85-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 28, p. 45, 1991 DOI: 10.1002/jhet.5570280108

InChI:InChI=1/C10H9NO2/c1-13-10(12)8-5-7-11-6-3-2-4-9(8)11/h2-7H,1H3

Upstream product

• 6266-23-5 1-(carboxymethyl)pyridinium chloride 
• 292638-85-8 acrylic acid methyl ester 
• 3724-55-8 methyl but-3-enoate 
• 45811-13-0 N-(hydroxycarbonylmethyl)pyridinium bromide 
• 110-86-1 pyridine 

Downstream Products

• 1089206-42-7 C₂₀H₁₆N₂O₄ 
• 947381-33-1 methyl 3-phenylindolizine-1-carboxylate 
• 1126444-16-3 C₁₀H₈ClNO₂ 
• 1257390-85-4 methyl 3-(4-methylphenyl)indolizine-1-carboxylate 
• 1262894-61-0 methyl 3-(1-(2-oxopyrrolidin-1-yl)ethyl)indolizine-1-carboxylate 
• 1262894-63-2 methyl 3-(1-(2-oxoazepan-1-yl)ethyl)indolizine-1-carboxylate 
• 1262894-68-7 methyl 3-(1-(N-methylacetamido)ethyl)indolizine-1-carboxylate 
• 1262894-73-4 methyl 3-(1-(1-(methoxycarbonyl)indolizin-3-yl)ethyl)indolizine-1-carboxylate 
• 1262894-66-5 methyl 3-(1-formamidoethyl)indolizine-1-carboxylate 
• 1295507-42-4 methyl 3-(1-(2-hydroxyphenyl)ethyl)indolizine-1-carboxylate 
• 1374515-56-6 (E)-methyl 3-(3-ethoxy-3-oxoprop-1-enyl)indolizine-1-carboxylate 
• 189569-63-9 (E)-methyl 3-styrylindolizine-1-carboxylate 
• 1331782-09-2 methyl 3-(phenylthio)indolizine-1-carboxylate 
• 882-33-7 diphenyldisulfane 

Relevant articles and documents

Visible-Light-Induced Regioselective Dicarbonylation of Indolizines with Oxoaldehydes via Direct C-H Functionalization

A metal-free system for regioselective dehydrogenative cross-couplings between indolizines and oxoaldehydes catalyzed by visible light under mild conditions has been described. As an atom economical and eco-friendly protocol, the reaction proceeds in good yields using inexpensive, readily available visible-light sources and the environmentally friendly oxidant oxygen. Various valuable 1,2-dicarbonyl derivatives attached to an indolizine core were easily accessed by the direct dicarbonylation of the sp2 C-H bond.

New indolizine compound, preparation method thereof and pharmaceutical compositions containing them (by machine translation)

The invention of the formula (I) compound, Wherein R a, R b, R c, R d, T, R 3, R 4, R 5, X, Y and Het as defined in the description. The invention also relates to a medicament containing the above-mentioned compounds. (by machine translation)

INDOLIZINE COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Compounds of formula (I) wherein Ra, Rb, Rc, Rd, T, R3, R4, R5, X, Y and Het are as defined in the description. Medicinal products containing the same which are useful in treating pathologies involving a deficit in apoptosis, such as cancer, auto-immune diseases, and diseases of the immune system.

Transition-metal-free trifluoromethylthiolation of n-heteroarenes

A general and efficient methodology for the direct transition metal free trifluoromethylthiolation of a broad range of biologically relevant N-heteroarenes is reported employing abundant sodium chloride as the catalyst. This method is operationally simple, exhibits high functional group tolerance, and does not require protecting groups. A pinch of salt: A general and efficient methodology for the direct transition-metal-free trifluoromethylthiolation of a broad range of biologically relevant N-heteroarenes is reported employing abundant sodium chloride as the catalyst. This method is operationally simple, exhibits high functional group tolerance, and does not require protecting groups.

PHOSPHATE COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Compounds of formula (I): wherein X, Y, A1, A2, Ra, Rb, Rc, Rd, R3, R4, T and R5 are as defined in the description. Medicinal products containing the same which are useful in treating pathologies involving a deficit in apoptosis, such as cancer, auto-immune diseases, and diseases of the immune system.

INDOLIZINE COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Compounds of formula (I): wherein Ra, Rb, Rc, Rd, R1, R2, R3, R4, R5, X, Y and Het are as defined in the description. Medicinal products containing the same which are useful in treating pathologies involving a deficit in apoptosis, such as cancer, auto-immune diseases, and diseases of the immune system.

A novel and practical synthesis of 3-unsubstituted indolizines

A novel and practical procedure for the preparation of 3-unsubstituted indolizines by 1,3-dipolar cycloaddition was developed. The requisite pyridinium N-methylides were generated simply from the corresponding N-(carboxymethyl)pyridinium halides. In the presence of MnO2, electron-deficient alkenes, instead of alkynes or vinyl bromides, were used successfully as dipolarophiles. This general method features cheap reagents, simple workup procedure and gives the products in moderate to high yields (57-92%).