147397-80-6

Basic information

• Product Name: 4-tert-Butyl-1-benzyl-1,4-dihydronicotinamide
• Synonyms: 4-tert-Butyl-1-benzyl-1,4-dihydronicotinamide
• CAS NO: 147397-80-6
• Molecular Weight: 270.374
• Mol File: 147397-80-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-tert-Butyl-1-benzyl-1,4-dihydronicotinamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butyl-1-benzyl-1,4-dihydronicotinamide(147397-80-6)
• EPA Substance Registry System: 4-tert-Butyl-1-benzyl-1,4-dihydronicotinamide(147397-80-6)

Safety Data

• Hazardous Substances Data: 147397-80-6(Hazardous Substances Data)

Upstream product

• 677-22-5 tert-butylmagnesium chloride 
• 5096-13-9 1-benzylnicotinamide chloride 

Downstream Products

• 4217-54-3 9,10-dihydro-10-methylacridine 
• 16183-83-8 1-benzyl-3-carbamoylpyridinium ion 
• 762-84-5 N-tert-butylacetamide 
• 115-11-7 isobutene 
• 75-65-0 tert-butyl alcohol 
• 1605-73-8 t-Butyl radical 
• 73184-18-6 1-benzyl-3-cyano-1,4-dihydroquinoline 
• 13076-43-2 3-(aminocarbonyl)-1-benzylpyridinium bromide 

Relevant articles and documents

SIMPLE PREPARATIONS OF C-4-TERT-BUTYLATED NADH/NAD+ ANALOGS

The addition of tert-butyl Grignard reagent to the 1-benzyl-3-carbamoylpyridinium salt (1) gives a mixture C-4-(2), C-6-(3), and C-2-tert-butylated dihydronicotinamides (4) in which the desired 1,4-isomer predominates.Stable cristalline 1-benzyl-4-tert-butyl-1,4-dihydronicotinamide (2) can be easily isolated.Oxidation of the product with the 1-benzyl-3-cyanoquinolinium ion (6) was found to be strongly solvent-dependent.In acetonitrile, exclusive hydride transfer gives the corresponding C-4-tert-butylated pyridinium ion (5).In methanol, an interesting tert-butyl transfer from 1,4-dihydronicotinamide (2) to quinolinium (6) occurs competitively, and predominates in the presence of a catalytic amount of formic acid; the resulting C-4-tert-butylated 1,4-dihydroquinoline derivative (8) can be readily isolated.