59608-01-4

Basic information

• Product Name: 3-(pyridin-3-yl)propiolic acid
• Synonyms: 3-(pyridin-3-yl)propiolic acid;3-(pyridin-3-yl)prop-2-ynoic acid
• CAS NO: 59608-01-4
• Molecular Formula: C₈H₅NO₂
• Molecular Weight: 147.1308
• Mol File: 59608-01-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 341.4°Cat760mmHg
• Flash Point: 160.3°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 3.11E-05mmHg at 25°C
• Refractive Index: 1.607
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3-(pyridin-3-yl)propiolic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(pyridin-3-yl)propiolic acid(59608-01-4)
• EPA Substance Registry System: 3-(pyridin-3-yl)propiolic acid(59608-01-4)

Safety Data

• Hazardous Substances Data: 59608-01-4(Hazardous Substances Data)

Usage

Uses

3-(Pyridin-3-yl)propiolic Acid (cas# 59608-01-4) is a useful reagent for the regio- and diastereoselective preparation of β-selenovinyl sulfones.

InChI:InChI=1/C8H5NO2/c10-8(11)4-3-7-2-1-5-9-6-7/h1-2,5-6H,(H,10,11)

Upstream product

• 2510-23-8 3-Ethynylpyridine 
• 124-38-9 carbon dioxide 
• 1120-90-7 3-iodopyridine 
• 626-55-1 3-Bromopyridine 
• 503176-36-1 3-(pyridin-3-yl)propiolaldehyde 
• 61266-33-9 1-(pyridin-3-yl)-1-propyn-3-ol 
• 471-25-0 Propiolic acid 
• 78584-30-2 methyl 3-(3-pyridinyl)-2-propynoate 

Downstream Products

• 13238-38-5 3-(2-phenylethynyl)pyridine 
• 66869-77-0 3-chloro-thieno[2,3-b]pyridine-2-carboxylic acid ethyl ester 
• 78584-30-2 methyl 3-(3-pyridinyl)-2-propynoate 

Relevant articles and documents

RET INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF

Provided herein are a RET inhibitor, a pharmaceutical composition thereof and uses thereof. In particular, provided is a compound having Formula (I) or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof. Provided is a pharmaceutical composition comprising the compound, and uses of the compound and pharmaceutical composition thereof for the preparation of a medicament, in particular for treatment and prevention of RET-related diseases and conditions, including cancer, irritable bowel syndrome, and/or pain associated with irritable bowel syndrome.

Sequential protocol for C(sp)–H carboxylation with CO2: KOtBu-catalyzed C(sp)–H silylation and KOtBu-mediated carboxylation

CO2 incorporation into C–H bonds is an important and interesting topic. Herein a sequential protocol for C(sp)–H carboxylation by employing a metal-free C–H activation/catalytic silylation reaction in conjunction with KOtBu-mediated carboxylation with CO2 was established, in which KOtBu catalyzes silylation of terminal alkynes to form alkynylsilanes at low temperature, and simultaneously mediates carboxylation of the alkynesilanes with atmospheric CO2. Importantly, the carboxylation further promotes the silylation, which makes the whole reaction proceed very rapidly. Moreover, this methodology is simple and scalable, which is characterized by short reaction time, wide substrate scope, excellent functional-group tolerance and mild reaction conditions, affording a range of corresponding propiolic acid products in excellent yields in most cases. In addition, it also allows for a convenient 13C-labeling through the use of 13CO2.

Pd-catalyzed decarboxylative coupling of propiolic acids: One-pot synthesis of 1,4-disubstituted 1,3-diynes via Sonogashira-homocoupling sequence

One-pot synthesis of symmetric 1,4-disubstituted 1,3-diynes from iodoarenes and propiolic acid via Sonogashira reaction followed by Pd-catalyzed decarboxylative homocoupling is developed in high yields. Also, this system allows the one-pot synthesis of unsymmetric 1,4-disubstituted 1,3-diynes by cross-coupling of two different 3-substituted propiolic acids.