121432-12-0

Basic information

• Product Name: Methyl 5-oxazolecarboxylate
• Synonyms: Methyl 1,3-oxazole-5-carboxylate;Methyl oxazol-5-carboxylate;5-Oxazolecarboxylic acid, methyl ester (9CI);Methyl 5-oxazolecarboxylate.;5-Oxazolecarboxylic acid methyl ester;Methyl 5-oxazolecarboxylate,96%;oxazole-5-carboxylic acid methyl ester
• CAS NO: 121432-12-0
• Molecular Formula: C₅H₅NO₃
• Molecular Weight: 127.1
• Product Categories: ACIDHALIDE
• Mol File: 121432-12-0.mol

Chemical Properties

• Melting Point: 44-46 °C
• Boiling Point: 184 °C at 760 mmHg
• Flash Point: 65.1 °C
• Appearance: /
• Density: 1.229 g/cm³
• Vapor Pressure: 0.751mmHg at 25°C
• Refractive Index: 1.462
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.19±0.10(Predicted)
• CAS DataBase Reference: Methyl 5-oxazolecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 5-oxazolecarboxylate(121432-12-0)
• EPA Substance Registry System: Methyl 5-oxazolecarboxylate(121432-12-0)

Safety Data

• Hazardous Substances Data: 121432-12-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 5-oxazolecarboxylate is used as an intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents. Its unique structure allows for the creation of molecules with specific biological activities, enhancing the range of treatments available for different medical conditions.
Used in Agrochemical Industry:
In the agrochemical sector, Methyl 5-oxazolecarboxylate is utilized as a precursor in the production of pesticides and other crop protection agents. Its incorporation into these products helps to improve their effectiveness in controlling pests and diseases, thereby supporting agricultural productivity.
Used in Organic Synthesis:
Methyl 5-oxazolecarboxylate is employed as a reagent in various organic reactions, facilitating the synthesis of complex organic compounds. Its presence in these reactions can enhance the yield and selectivity of the desired products, making it a valuable component in the field of organic chemistry.
Used in the Synthesis of Biologically Active Molecules:
Methyl 5-oxazolecarboxylate is also used in the synthesis of biologically active molecules, which have potential applications in research and drug discovery. The ability of Methyl 5-oxazolecarboxylate to form diverse molecular structures makes it a key component in the development of new bioactive compounds with potential therapeutic or diagnostic uses.
Safety Considerations:
Due to its potential hazards, Methyl 5-oxazolecarboxylate should be handled and stored with caution. It may be harmful if swallowed, inhaled, or comes into contact with the skin, necessitating the use of appropriate safety measures during its manipulation and storage.

InChI:InChI=1/C5H5NO3/c1-8-5(7)4-2-6-3-9-4/h2-3H,1H3

Upstream product

• 924-44-7 glyoxylic acid ethyl ester 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 67-56-1 methanol 

Downstream Products

• 127232-41-1 1,3-oxazol-5-ylmethanol 
• 934236-41-6 methyl 2-chloro-1,3-oxazole-5-carboxylate 
• 1254036-82-2 methyl 2-[6-chloro-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-oxazole-5-carboxylate 

Relevant articles and documents

Application of C-H Functionalization in the Development of a Concise and Convergent Route to the Phosphatidylinositol-3-kinase Delta Inhibitor Nemiralisib

This paper describes the development of an improved and scalable method for the manufacture of nemiralisib, a phosphatidylinositol-3-kinase delta inhibitor. Incorporation of three consecutive catalytic reactions, including a palladium-catalyzed C-H functionalization and an iridium-catalyzed borylation, significantly simplified and shortened the synthetic sequence. The revised route was successfully implemented in a pilot plant on a multikilogram scale to deliver >100 kg of product.

Development of Flexible and Scalable Routes to Two Phosphatidinylinositol-3-kinase Delta Inhibitors via a Common Intermediate Approach

This paper describes the discovery and development of a flexible route to two candidate drug molecules by a common intermediate approach. Key reactions include Negishi and Suzuki couplings to form biaryl bonds. Conditions for a Miyaura borylation of heteroaryl bromides were also developed. Heteroaryl trifluoroborates and aryl chlorides were used as coupling partners in the Suzuki reaction, thereby minimizing detrimental side reactions such as protodeboronation and oxidative homocoupling. A complementary set of reaction conditions using pinacolboronates with potassium bifluoride as an additive were also developed and used to make 5 kg of drug substance for use in early-phase clinical trials.

A NEW PROCESS FOR THE SYNTHESIS OF 2-AMINOXAZOLE COMPOUNDS

The present invention relates to a process for synthesizing in good yield substituted 2- aminoaryloxazole compounds of formula I which are useful as certain tyrosine kinase inhibitors and more particularly as c-kit, bcr-abl, Flt-3 and mutant forms thereof