PolytheneSam
(Master Searcher)
05-11-04 12:20
No 506399
      Reductive methylation
(Rated as: good read)
    

There's been a contraversy for a while on whether or not tryptamines can be methylated with formaldehyde and sodium cyanoborohydride or other reducing agent.  I found these patents on this type of reaction.  Most use sodium cyanoborohydride.

Patent US5037845 column 8 line 54+
Patent US5298520 col. 23 l. 24+, col. 24 l. 57+
Patent US5317103 example 3 col. 20 NaBH4, ex. 37 col. 30
Patent US5852049 ex. 40 col. 31-32
Patent WO02079153 examples 27 and 32 formic acid

Patent US5300645 Pictet-Spengler

http://www.geocities.com/dritte123/PSPF.html