209798-44-7

Basic information

• Product Name: Propanamide, 2,2-dimethyl-N-[2-(2-phenylethenyl)-3-pyridinyl]-
• Synonyms: Propanamide, 2,2-dimethyl-N-[2-(2-phenylethenyl)-3-pyridinyl]-
• CAS NO: 209798-44-7
• Molecular Formula: C18H20N2O
• Molecular Weight: 280.3642
• Mol File: 209798-44-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Propanamide, 2,2-dimethyl-N-[2-(2-phenylethenyl)-3-pyridinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide, 2,2-dimethyl-N-[2-(2-phenylethenyl)-3-pyridinyl]-(209798-44-7)
• EPA Substance Registry System: Propanamide, 2,2-dimethyl-N-[2-(2-phenylethenyl)-3-pyridinyl]-(209798-44-7)

Safety Data

• Hazardous Substances Data: 209798-44-7(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 109902-33-2 N-2-chloropyrid-3-yl-trimethylacetamide 
• 3282-30-2 pivaloyl chloride 
• 6298-19-7 2-chloro-3-aminopyridine 

Relevant articles and documents

Synthesis of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP)

Palladium-catalyzed cross-coupling of methylboronic acid with 2-chloro- 3-nitropyridine produced 2-methyl-3-nitropyridine 4 in one step in high yield. Oxidation of 4 with selenium dioxide gave aldehyde 5. Alternatively, condensation of 4 with DMFDMA followed by oxidation gave 5 in a two step higher yielding conversion. Subsequent direct coupling of 5 with thiosemicarbazide followed by reduction of the nitro group using stannous chloride or sodium sulfide provided 3-AP (3). Reduction with sodium hydrosulfite gave 3-HAP (8). Finally a route which avoids the reduction of a nitro function was devised. Thus direct coupling of styrene with 2-chloro-3- aminopyridine 9 under Heck reaction conditions gave 16 which was converted to 17, oxidized to the aldehyde 18 and converted to 3-AP (3) with in situ deblocking of the t-Boc functionality.