1244954-88-8

Basic information

• Product Name: 2-amino-5-methyl-3-phosphanylpyridine
• Synonyms: 2-amino-5-methyl-3-phosphanylpyridine
• CAS NO: 1244954-88-8
• Molecular Weight: 140.125
• Mol File: 1244954-88-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-amino-5-methyl-3-phosphanylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-5-methyl-3-phosphanylpyridine(1244954-88-8)
• EPA Substance Registry System: 2-amino-5-methyl-3-phosphanylpyridine(1244954-88-8)

Safety Data

• Hazardous Substances Data: 1244954-88-8(Hazardous Substances Data)

Upstream product

• 1042146-82-6 diethyl (2-amino-5-methylpyridin-3-yl)phosphonate 

Relevant articles and documents

Pyrido-annulated 1,3-azaphospholes: Synthesis of 1,3-azaphospholo[5,4-b] pyridines and preliminary reactivity studies

Pyrido-annulated σ2-phosphorus heterocycles, 1,3-azaphospholo[5,4-b]pyridines 4 and 5, were synthesized by reduction of diethyl 2-aminopyridme-3-phosphonates 1 with LiAlH4 and cyclocondensation of the resulting 2-amino-3-phosphanylpyridines 2 with dimethylformamide and dimethylacetamide dimethyl acetal, respectively, via intermediate phosphaalkenes 3. The P=C-N heterocycles are stable in the presence of OH and NH compounds but add tBuLi at the P=C bond. Reaction with one equivalent of M(CO)5(thf) leads to η1-P-coordinated (azaphospholo[5,4-b]pyridine)M(CO)5 complexes (M = Cr, Mo, W). Spectroscopic data are in accordance with the dominance of π-acceptor properties. X-ray crystal structure analyses reveal "base-pairing" of 2-amino3-phosphanylpyridine (2a) and NH-functional azaphospholopyridine 5a by N-H...N hydrogen bonds, and the competing formation of 1,3-diphosphetane 6c from the phosphaalkene intermediate.