(Pd/C-mediated)coupling-iodocyclization-coupling strategy in discovery of novel PDE4 inhibitors: A new synthesis of pyrazolopyrimidines

P. Mahesh Kumar; K. Siva Kumar; Chandana L.T. Meda; G. Rajeshwar Reddy; Pradeep K. Mohakhud; K. Mukkanti; G. Rama Krishna; C. Malla Reddy; D. Rambabu; K. Shiva Kumar; K. Krishna Priya; Keerthana Sarma Chennubhotla; Rakesh Kumar Banote; Pushkar Kulkarni; Kishore V.L. Parsa; Manojit Pal

doi:10.1039/c2md00273f

(Pd/C-mediated)coupling-iodocyclization-coupling strategy in discovery of novel PDE4 inhibitors: A new synthesis of pyrazolopyrimidines

P. Mahesh Kumar
, K. Siva Kumar
, Chandana L.T. Meda
, G. Rajeshwar Reddy
, Pradeep K. Mohakhud
, K. Mukkanti
, G. Rama Krishna
, C. Malla Reddy
, D. Rambabu
, K. Shiva Kumar
, K. Krishna Priya
, Keerthana Sarma Chennubhotla
, Rakesh Kumar Banote
, Pushkar Kulkarni
, Kishore V.L. Parsa
, Manojit Pal

Research output: Contribution to journal › Article › peer-review

21 Scopus citations

Abstract

Pyranones fused with a pyrazolopyrimidine moiety were prepared via regioselective construction of pyranone ring using (Pd/C-mediated)coupling- iodocyclization followed by Sonogashira/Heck/Suzuki reactions. The pyrazolopyrimidine based reactant required was obtained via a new H ₃PO₃ mediated condensation reaction. This strategy has led to the discovery of a novel and potentially safe PDE4 inhibitor.

Original language	English
Pages (from-to)	667-672
Number of pages	6
Journal	MedChemComm
Volume	3
Issue number	6
DOIs	https://doi.org/10.1039/c2md00273f
State	Published - 1 Jan 2012
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Organic Chemistry

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Kumar, P. M., Kumar, K. S., Meda, C. L. T., Reddy, G. R., Mohakhud, P. K., Mukkanti, K., Krishna, G. R., Reddy, C. M., Rambabu, D., Kumar, K. S., Priya, K. K., Chennubhotla, K. S., Banote, R. K., Kulkarni, P., Parsa, K. V. L., & Pal, M. (2012). (Pd/C-mediated)coupling-iodocyclization-coupling strategy in discovery of novel PDE4 inhibitors: A new synthesis of pyrazolopyrimidines. MedChemComm, 3(6), 667-672. https://doi.org/10.1039/c2md00273f

@article{7063caf741d8417990ed6b209205ad24,

title = "(Pd/C-mediated)coupling-iodocyclization-coupling strategy in discovery of novel PDE4 inhibitors: A new synthesis of pyrazolopyrimidines",

abstract = "Pyranones fused with a pyrazolopyrimidine moiety were prepared via regioselective construction of pyranone ring using (Pd/C-mediated)coupling- iodocyclization followed by Sonogashira/Heck/Suzuki reactions. The pyrazolopyrimidine based reactant required was obtained via a new H 3PO3 mediated condensation reaction. This strategy has led to the discovery of a novel and potentially safe PDE4 inhibitor.",

author = "Kumar, \{P. Mahesh\} and Kumar, \{K. Siva\} and Meda, \{Chandana L.T.\} and Reddy, \{G. Rajeshwar\} and Mohakhud, \{Pradeep K.\} and K. Mukkanti and Krishna, \{G. Rama\} and Reddy, \{C. Malla\} and D. Rambabu and Kumar, \{K. Shiva\} and Priya, \{K. Krishna\} and Chennubhotla, \{Keerthana Sarma\} and Banote, \{Rakesh Kumar\} and Pushkar Kulkarni and Parsa, \{Kishore V.L.\} and Manojit Pal",

year = "2012",

month = jan,

day = "1",

doi = "10.1039/c2md00273f",

language = "English",

volume = "3",

pages = "667--672",

journal = "MedChemComm",

issn = "2040-2503",

publisher = "Royal Society of Chemistry",

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}

Kumar, PM, Kumar, KS, Meda, CLT, Reddy, GR, Mohakhud, PK, Mukkanti, K, Krishna, GR, Reddy, CM, Rambabu, D, Kumar, KS, Priya, KK, Chennubhotla, KS, Banote, RK, Kulkarni, P, Parsa, KVL & Pal, M 2012, '(Pd/C-mediated)coupling-iodocyclization-coupling strategy in discovery of novel PDE4 inhibitors: A new synthesis of pyrazolopyrimidines', MedChemComm, vol. 3, no. 6, pp. 667-672. https://doi.org/10.1039/c2md00273f

TY - JOUR

T1 - (Pd/C-mediated)coupling-iodocyclization-coupling strategy in discovery of novel PDE4 inhibitors

T2 - A new synthesis of pyrazolopyrimidines

AU - Kumar, P. Mahesh

AU - Kumar, K. Siva

AU - Meda, Chandana L.T.

AU - Reddy, G. Rajeshwar

AU - Mohakhud, Pradeep K.

AU - Mukkanti, K.

AU - Krishna, G. Rama

AU - Reddy, C. Malla

AU - Rambabu, D.

AU - Kumar, K. Shiva

AU - Priya, K. Krishna

AU - Chennubhotla, Keerthana Sarma

AU - Banote, Rakesh Kumar

AU - Kulkarni, Pushkar

AU - Parsa, Kishore V.L.

AU - Pal, Manojit

PY - 2012/1/1

Y1 - 2012/1/1

N2 - Pyranones fused with a pyrazolopyrimidine moiety were prepared via regioselective construction of pyranone ring using (Pd/C-mediated)coupling- iodocyclization followed by Sonogashira/Heck/Suzuki reactions. The pyrazolopyrimidine based reactant required was obtained via a new H 3PO3 mediated condensation reaction. This strategy has led to the discovery of a novel and potentially safe PDE4 inhibitor.

AB - Pyranones fused with a pyrazolopyrimidine moiety were prepared via regioselective construction of pyranone ring using (Pd/C-mediated)coupling- iodocyclization followed by Sonogashira/Heck/Suzuki reactions. The pyrazolopyrimidine based reactant required was obtained via a new H 3PO3 mediated condensation reaction. This strategy has led to the discovery of a novel and potentially safe PDE4 inhibitor.

UR - https://www.scopus.com/pages/publications/84865142942

U2 - 10.1039/c2md00273f

DO - 10.1039/c2md00273f

M3 - Article

AN - SCOPUS:84865142942

SN - 2040-2503

VL - 3

SP - 667

EP - 672

JO - MedChemComm

JF - MedChemComm

IS - 6

ER -

(Pd/C-mediated)coupling-iodocyclization-coupling strategy in discovery of novel PDE4 inhibitors: A new synthesis of pyrazolopyrimidines

Abstract

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