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Ntheaia & Bepornbion: Pypimicline
Ntheaia & Bepornbion: Pypimicline
Ntheaia & Bepornbion: Pypimicline
Pypimicline
uimidaine us a n aiomaie heteoce
olganic cowpun Sumilas fe pyuidne
One o e thue cluazinesthas a
itlesen atms at postens 1&3 in
Pyiwmione
Supthesis
meuy be pAepaied o
()Ryumidine
le Corclonsatíon e
boitutic acid ounf by
malee esteu Gnel ula.
CoOH CHONVa
H,C + HN
CoOC,Hs H,N C4OH
H OH
O
N
Taut s
HC
C-N
C =0
LCH C=N
c-OH
H OH
C
POC >
o HI N
ficine
Comdensatien 3-dicabon Cempeud uith
weA in pALne 2HONa givs boubitiuuic ced
i
whic o etd -ehe tutomewm
is
pyinidne 24,6--tn'ol huther it on tuatmt
with Pougleue by tuatnet with zinc dust
gi PyAmidine
() dkom amdine
O HN
p MeonaMoH
-R
+
e
N
(ii) m 24-cichleiepynidune
C
H2-PalC
-2HU
24 Pyumone
amoune
24-dichloiepyumucdure
em Pyumiolunes
CI CooH
deobunyehen
co)
Co 2
imudune -4-cakoye idise
4-mtpyuimdune acid
Recaon o imduno.
a) (Reacteons ith audl ( Pastor athon)
a)
ves P i d u r i u n salks
H
C
H
imdine u n d m u m clotirle
bQuotesnizaen /N-alkylatn
N CH
TO
A
fyvudine CHa
et puimioli naie
iedide.
C)lthopk.ie asendie ustituton
Renctons Ri'mdhe
Less
ess active due u r itiogen
pAesent in He skeletonPcte poible
ot stiongy electuon
an Case o PAesenCe
te ig
3oup (-wu2)-oH)
on
clevt
Subsbtuben aku place at s positon.
HNO3 H2504
Nitrab
oN
6 NH2
Has0 olwg
Sulphendin
NH2
s t a elton
doci B-2CH&eoH
3
Halogeaba,
d) Oxidatven
N
alkune kMn
CoOH
icy NH
NH2
KOH
6 OH
5r
s
With oxiclizin agents
mcPBA
N CHCa
CI
m-Chletepeioaybenzeic aud
O
O OH
Na3CCNDE
CIco,B n, Me ODH -
co,Bn
Benzyfhletsiate
Socuuw
jansbomohydnd
O Nat
N BH