Synthesis 2016; 48(08): 1226-1234
DOI: 10.1055/s-0035-1561355
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Novel Hydroxymethyl-Substituted Fused Heterocycles

Jane L. Holmes*
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Lynsie Almeida
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Bernard Barlaam
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Rosemary A. Croft
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Allan P. Dishington
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Laksmaiah Gingipalli
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Lorraine A. Hassall
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Janet L. Hawkins
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Stephanos Ioannidis
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Jeffrey W. Johannes
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Thomas M. McGuire*
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Jane E. Moore
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Anil Patel
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Kurt G. Pike
a   AstraZeneca R&D Alderley Park, Macclesfield, Cheshire, SK10 4TG, UK   Email: Thomas.McGuire@astrazeneca.com
,
Timothy Pontz
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Xiaoyun Wu
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Tao Wang
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Hai-Jun Zhang
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
,
Xiaolan Zheng
b   AstraZeneca R&D Boston, 35 Gatehouse Drive, Waltham, MA 02451, USA
› Author Affiliations
Further Information

Publication History

Received: 17 December 2015

Accepted after revision: 08 January 2016

Publication Date:
18 February 2016 (online)


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◊ Current address: AstraZeneca R&D, Darwin Building (310), Cambridge Science Park, Milton Road, Cambridge, CB4 0WG, UK

Abstract

Examples of hydroxymethylated analogues of heteroaryl cores such as quinazolin-4-ones, isoquinolin-1(2H)-ones, pyrido[3,4-d]pyrimidin-4(3H)-ones, chromen-4-ones and pyrrolo[2,1-f][1,2,4]triazin-4(3H)-ones are sparse or non-existent in the scientific literature. We have demonstrated that such compounds are accessible by using standard procedures from readily available raw materials.

Supporting Information