315180-17-7Relevant articles and documents
Dimethylpyridin-4-ylamine-catalysed alcoholysis of 2-amino-N,N,N-trimethyl-9H-purine-6-ylammonium chloride: An effective route to O6-substituted Guanine derivatives from alcohols with poor nucleophilicity
Schirrmacher, Ralf,Waengler, Bjoern,Schirrmacher, Esther,August, Thorsten,Roesch, Frank
, p. 538 - 542 (2002)
Dimethylpyridin-4-ylamine (DMAP)-catalysed reactions of 2-amino-N,N,N-trimethyl-9H-purine-6-ylammonium chloride with fluoropyridine methoxides and various other alkoxides in DMSO at 60°C gave the corresponding coupling products in moderate to good yields between 20-87%. Under these reaction conditions, fluorinated O6-substituted Guanine derivatives have been synthesized which could not be obtained via known analogous literature procedures. The respective yields of known O6-substituted guanine derivatives could be significantly improved by using this method. The efficient use of DMAP as an excellent nucleophilic catalyst in the syntheses of O6-substituted Guanine derivatives has thus been demonstrated.
Efficient pyridinylmethyl functionalization: Synthesis of 10,10-bis[(2-fluoro-4-pyridinyl)methyl]-9(10H)-anthracenone (DMP 543), an acetylcholine release enhancing agent
Pesti,Huhn,Yin,Xing,Fortunak,Earl
, p. 7718 - 7722 (2007/10/03)
2-Fluoro-4-methylpyridine (3) is efficiently functionalized by chlorination, hydrolysis and methane-sulfonylation into the novel alkylating agent 7. This mesylate is used for the bisalkylation of anthrone under carefully defined conditions to prepare the cognition enhancer drug candidate 1. This process proceeds in up to 37% overall yield and is adaptable for large scale synthesis.
