622374-63-4

Basic information

• Product Name: ETHYL 6-(3-HYDROXY-3-METHYLBUT-1-YNYL)NICOTINATE
• Synonyms: ETHYL 6-(3-HYDROXY-3-METHYLBUT-1-YNYL)NICOTINATE;Methyl6-(3-hydroxy-3-methylbut-1-ynyl)nicotinate
• CAS NO: 622374-63-4
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.26
• Mol File: 622374-63-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 6-(3-HYDROXY-3-METHYLBUT-1-YNYL)NICOTINATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6-(3-HYDROXY-3-METHYLBUT-1-YNYL)NICOTINATE(622374-63-4)
• EPA Substance Registry System: ETHYL 6-(3-HYDROXY-3-METHYLBUT-1-YNYL)NICOTINATE(622374-63-4)

Safety Data

• Hazardous Substances Data: 622374-63-4(Hazardous Substances Data)

Upstream product

• 49608-01-7 6-chloro-3-pyridinecarboxylic acid ethyl ester 
• 115-19-5 2-methyl-but-3-yn-2-ol 

Downstream Products

• 220882-43-9 ethyl 2-ethynylpyridine-5-carboxylate 
• 67-64-1 acetone 

Relevant articles and documents

Process for the preparation of Tazarotene

Tazarotene is prepared by deoxygenation of the corresponding S-oxide, in turn obtained according to two alternative synthetic pathways.

A process for the preparation of tazarotene

Tazarotene is prepared by deoxygenation of the corresponding S-oxide, in turn obtained according to two alternative synthetic pathways.

A practical and efficient process for the preparation of tazarotene

We describe an efficient process for the preparation of tazarotene starting from 4,4-dimethyl-6-bromothiochromane S-oxide (9), 2-methyl-3-butyn-2-ol (10), and 6-chloronicotinic acid ethyl ester (8). Our synthetic pathway compares favorably over the previously reported procedures since tazarotene was prepared straightforwardly using cheap reagents and without the employment of hazardous organometallic compounds. The process is based on the use of sulfoxide 9 as key starting material. The C-15 framework of the target was built up by means of two different approaches based on a palladium-mediated coupling reaction. The molecular structure of compound has been confirmed by X-ray crystallography.