millerxia
Harmless
Posts: 8
Registered: 15-5-2008
Member Is Offline
Mood: No Mood
|
|
how to get 5-Bromo-2-pyridinecarbonitrile?
i want to get 5-Bromo-2-pyridinecarbonitrile from 2,5-dibromopyridine and NaCN, but there are too many side reactions.
anyone who can give me some suggestions? or tell me the reaction condition, thanks a lot.
|
|
|
ShadowWarrior4444
Hazard to Others
Posts: 226
Registered: 25-4-2008
Member Is Offline
Mood: Sunlight on a pure white wall.
|
|
Making histamine blockers? *curiosity* (Or maybe Hep-C anti-virals!)
I would suggest searching Orgsyn, but I already have by name and CAS number, returning nothing.
The following patents may be of assistance:
2-Pyridinecarbonitrile compounds Neville Finch et al
5-Phenoxy-2-pyridinecarbonitrile compounds and methods for their production Donald E. Butler
TETRAHYDROBENZAZEPINES AS ANTAGONISTS
There was also something clever in the last one about using them to reverse amnesia.
[Edited on 5-15-2008 by ShadowWarrior4444]
|
|
|
Nicodem
Super Moderator
Posts: 4230
Registered: 28-12-2004
Member Is Offline
Mood: No Mood
|
|
You should describe the procedure you use now or give a reference for it. You did not even bother telling what side products form, not even what
reagent you use. Besides, asking one line questions without showing any effort in searching the literature yourself should be addressed in the
Beginnings section where I'm moving this (The Organic chemistry section is for discussions, meaning that you have to open a new thread by properly
preparing a topic to discuss). Not mention that it does not even sound much of a question pertaining to amateur chemistry.
Preparations from 2,5-dibromopyridine:
Organometallics, 26 (2007) 5066-5078.
Bioorganic & Medicinal Chemistry, 12 (2004) 5909-5915.
Synthetic Communications, 33 (2003), 3285-3289.
Journal of Medicinal Chemistry, 46 (2003) 4761-4769.
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
Read the The ScienceMadness Guidelines!
|
|
|
JohnWW
International Hazard
Posts: 2849
Registered: 27-7-2004
Location: New Zealand
Member Is Offline
Mood: No Mood
|
|
Please download those restricted articles and patents, and post them here, someone. Thanks.
|
|
|
Nicodem
Super Moderator
Posts: 4230
Registered: 28-12-2004
Member Is Offline
Mood: No Mood
|
|
Patents can not be restricted! The law about patents says they must be public and since the advent of the internet most patents have been scanned and
put on public display:
http://ep.espacenet.com/
http://www.wipo.int/patentscope/en
...and many other sites where you can download full patents free of charge.
As for the articles, you have access to References section, so specify which one you need and ask for it. Surely you don't expect every reference
given will be accompanied by an attachment with the full paper? That would be an incredible waste of forum bandwidth if so much irrelevant material
would be uploaded/downloaded.
|
|
|
F2Chemist
Harmless
Posts: 28
Registered: 30-6-2008
Member Is Offline
Mood: No Mood
|
|
If you can afford it (~$75 per 5 grams), start with 2-fluoro-5-bromopyridine...it will be much more selective for the 2 position.
If you already have a boatload of the dibromo, you can always make some of the 2-fluoro with KF-sulfolane, KF-DMSO, TMAF, TBAF, etc. Just remember
that your KF and solvent need to be extremely dry otherwise you'll get hydrolysis at the 2 position.
|
|
|
![[*]](images/xpblue/default_icon.gif){kind=icon}
