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The development of a short route to the API ropinirole hydrochloride

The development of a short route to the API ropinirole hydrochloride
The development of a short route to the API ropinirole hydrochloride
A four-step, three-stage synthesis of the API ropinirole hydrochloride has been developed from a commercially available naphthalene derivative. The new route has half the step-count and twice the overall yield of the current manufacturing process. Key features of the synthesis are a regioselective Birch reduction and an ozonolysis with concomitant ring closure to induce the required ring contraction.
1477-0520
10532-10539
Yousuf, Zeshan
ecff6693-0953-4bfb-9ff1-485971bb3570
Richards, Andrew K.
291f8a17-c8eb-4936-905e-232643b4f331
Dwyer, Andrew N.
a8d19fdc-08a2-4bc0-902c-5fb1b0582fd9
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Yousuf, Zeshan
ecff6693-0953-4bfb-9ff1-485971bb3570
Richards, Andrew K.
291f8a17-c8eb-4936-905e-232643b4f331
Dwyer, Andrew N.
a8d19fdc-08a2-4bc0-902c-5fb1b0582fd9
Linclau, Bruno
19b9cacd-b8e8-4c65-af36-6352cade84ba
Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b

Yousuf, Zeshan, Richards, Andrew K., Dwyer, Andrew N., Linclau, Bruno and Harrowven, David C. (2015) The development of a short route to the API ropinirole hydrochloride. Organic & Biomolecular Chemistry, 13 (42), 10532-10539. (doi:10.1039/c5ob01739d). (PMID:26337252)

Record type: Article

Abstract

A four-step, three-stage synthesis of the API ropinirole hydrochloride has been developed from a commercially available naphthalene derivative. The new route has half the step-count and twice the overall yield of the current manufacturing process. Key features of the synthesis are a regioselective Birch reduction and an ozonolysis with concomitant ring closure to induce the required ring contraction.

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More information

Accepted/In Press date: 28 August 2015
e-pub ahead of print date: 28 August 2015
Published date: 4 September 2015
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 395503
URI: https://eprints.soton.ac.uk/id/eprint/395503
ISSN: 1477-0520
PURE UUID: 45e5319d-b86b-4e7d-97f7-1df1b3bf8168
ORCID for Bruno Linclau: ORCID iD orcid.org/0000-0001-8762-0170
ORCID for David C. Harrowven: ORCID iD orcid.org/0000-0001-6730-3573

Catalogue record

Date deposited: 31 May 2016 11:19
Last modified: 20 Jul 2019 01:19

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Contributors

Author: Zeshan Yousuf
Author: Andrew K. Richards
Author: Andrew N. Dwyer
Author: Bruno Linclau ORCID iD

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