The Vespiary

The Hive => Tryptamine Chemistry => Topic started by: PolytheneSam on May 11, 2004, 12:20:00 PM

Title: Reductive methylation
Post by: PolytheneSam on May 11, 2004, 12:20:00 PM

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 (http://l2.espacenet.com/dips/viewer?PN=US5037845&CY=gb&LG=en&DB=EPD)

column 8 line 54+

Patent US5298520 (http://l2.espacenet.com/dips/viewer?PN=US5298520&CY=gb&LG=en&DB=EPD)

col. 23 l. 24+, col. 24 l. 57+

Patent US5317103 (http://l2.espacenet.com/dips/viewer?PN=US5317103&CY=gb&LG=en&DB=EPD)

example 3 col. 20 NaBH4, ex. 37 col. 30

Patent US5852049 (http://l2.espacenet.com/dips/viewer?PN=US5852049&CY=gb&LG=en&DB=EPD)

ex. 40 col. 31-32

Patent WO02079153 (http://l2.espacenet.com/dips/viewer?PN=WO02079153&CY=gb&LG=en&DB=EPD)

examples 27 and 32 formic acid

Patent US5300645 (http://l2.espacenet.com/dips/viewer?PN=US5300645&CY=gb&LG=en&DB=EPD)

Pictet-Spengler