2,4,6-Trimethylpyridine
CAS number: 108-75-8
2,4,6-Trimethylpyridine, also known as collidine, belongs to the class of organic compounds known as methylpyridines.
Related images
Reagents and conditions: i, Ph3CCl, Et3N, CH2Cl2, 92%; ii, LiCMCCH2OTBS (3), THF, BF3?OEt2, 278 uC, 93%; iii, TBSCl, imidazole, DMF; iv, TBAF, THF, 80% from 2; v, Red-Al, Et2O; vi, MsCl, LiCl, collidine, DMF, 0 uC A rt, 83% from 4; vii, LiSnBu3, THF, 278 uC, 93%; viii, TBAF, THF, 79%; ix, Tf2O, collidine, CH2Cl2, Et3N, 288 uC, 99%.
Reagents and conditions: i, BH3?SMe2, NaBH4 (cat), THF, 88%;ii, Ph3CCl, Et3N, CH2Cl2, 64%; iii, TBSCl, imidazole, DMF, 92%; iv,DIBALH, CH2Cl2, 0 uC, 94%; v, TPAP (cat), NMO, 4 A mol. sieves,CH2Cl2, 78%; vi, (CF3CH2O)2P(O)CH2CO2Me (11), KHMDS, 18-crown-6, THF, 89%; vii, DIBALH, CH2Cl2, 0 uC, 76%; viii, MsCl, LiCl, collidine,DMF, 0 uC A rt, 99%; ix, LiSnBu3, THF, 278 uC, 93%; x, TBAF, THF,collidine, 0 uC A rt, 63%; xi, Tf2O, collidine, CH2Cl2, Et3N, 278 uC, 91%.
Reagents and conditions: i, LiAlH4, THF; Bu3SnOTf, 0 uC A rt, 83%; ii, 5, PdCl2(MeCN)2, NMP; iii, MsCl, LiCl, collidine, DMF, 0 uC A rt; iv, LiSnBu3, THF, 278 uC, 78% from 15; v, TBAF, THF, Et3N, 72%; vi, Tf2O, collidine, CH2Cl2, Et3N, 278 uC, 99%.
Related Questions and Answers
A: 2,4,6-trimethylpyridine was identified through solid-phase microextraction (SPME) coupled with gas chromatography-mass spectrometry (GC-MS) analysis as a volatile compound produced by Actinobacteria (specifically MH191 when grown on CYPS medium) that exhibits antifungal activity against S. sclerotiorum and increases the pH of the medium. It had not been previously identified from Actinobacteria.