Development of an Intrinsically Safer Methanolysis/Aromatic Nitro Group Reduction for Step 1 and 2 of Talazoparib Tosylate
A change in facility for the synthesis of the step 2 intermediate for talazoparib tosylate (1·TsOH) required the development of an alternative, intrinsically safer process. Rapid route scouting and considerations of process safety enabled the development of a telescoped two-step process that was dem...
Gespeichert in:
Veröffentlicht in: | Organic process research & development 2021-12, Vol.25 (12), p.2686-2692 |
---|---|
Hauptverfasser: | , , , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2692 |
---|---|
container_issue | 12 |
container_start_page | 2686 |
container_title | Organic process research & development |
container_volume | 25 |
creator | Daniels, David S. B Crook, Robert Dirat, Olivier Fussell, Steven J Gymer, Adam Hawksworth, Michael Knight, Craig J Laity, Daniel Mathew, Suju P Oke, Samantha V Peach, Philip Prior, Samantha |
description | A change in facility for the synthesis of the step 2 intermediate for talazoparib tosylate (1·TsOH) required the development of an alternative, intrinsically safer process. Rapid route scouting and considerations of process safety enabled the development of a telescoped two-step process that was demonstrated on a multikilogram scale. |
doi_str_mv | 10.1021/acs.oprd.1c00259 |
format | Article |
fullrecord | <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_acs_oprd_1c00259</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>b384794377</sourcerecordid><originalsourceid>FETCH-LOGICAL-a233t-7ccc8129f3f408a1daa4ec7510ea1d628e695d18c829cbcba71d93c59ed80c1b3</originalsourceid><addsrcrecordid>eNp1kMFKw0AQhhdRsFbvHvcBTDuzadLNsVSthapgK3gLk80Gt6TZsLsV0qc3oV49zQwz_8fwMXaPMEEQOCXlJ7Z15QQVgEiyCzbCRECUyPTrsu9BxlGKKVyzG-_3AJCkKEbs9Kh_dG3bg24CtxWnhq-b4EzjjaK67viWKu34qw7f1Ni688ZPF84eKBjF30xwlq-cPbb8Q5dHFYxteGUd3wbdcuxpJRcDdkc1nWxLzhR8Z31XU9C37Kqi2uu7vzpmn89Pu-VLtHlfrZeLTUQijkM0V0pJFFkVVzOQhCXRTKt5gqD7IRVSp1lSolRSZKpQBc2xzGKVZLqUoLCIxwzOXOWs905XeevMgVyXI-SDu7x3lw_u8j93feThHBk2e3t0Tf_g_-e_ri11gQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Development of an Intrinsically Safer Methanolysis/Aromatic Nitro Group Reduction for Step 1 and 2 of Talazoparib Tosylate</title><source>ACS Publications</source><creator>Daniels, David S. B ; Crook, Robert ; Dirat, Olivier ; Fussell, Steven J ; Gymer, Adam ; Hawksworth, Michael ; Knight, Craig J ; Laity, Daniel ; Mathew, Suju P ; Oke, Samantha V ; Peach, Philip ; Prior, Samantha</creator><creatorcontrib>Daniels, David S. B ; Crook, Robert ; Dirat, Olivier ; Fussell, Steven J ; Gymer, Adam ; Hawksworth, Michael ; Knight, Craig J ; Laity, Daniel ; Mathew, Suju P ; Oke, Samantha V ; Peach, Philip ; Prior, Samantha</creatorcontrib><description>A change in facility for the synthesis of the step 2 intermediate for talazoparib tosylate (1·TsOH) required the development of an alternative, intrinsically safer process. Rapid route scouting and considerations of process safety enabled the development of a telescoped two-step process that was demonstrated on a multikilogram scale.</description><identifier>ISSN: 1083-6160</identifier><identifier>EISSN: 1520-586X</identifier><identifier>DOI: 10.1021/acs.oprd.1c00259</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Organic process research & development, 2021-12, Vol.25 (12), p.2686-2692</ispartof><rights>2021 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-a233t-7ccc8129f3f408a1daa4ec7510ea1d628e695d18c829cbcba71d93c59ed80c1b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.oprd.1c00259$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.oprd.1c00259$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids></links><search><creatorcontrib>Daniels, David S. B</creatorcontrib><creatorcontrib>Crook, Robert</creatorcontrib><creatorcontrib>Dirat, Olivier</creatorcontrib><creatorcontrib>Fussell, Steven J</creatorcontrib><creatorcontrib>Gymer, Adam</creatorcontrib><creatorcontrib>Hawksworth, Michael</creatorcontrib><creatorcontrib>Knight, Craig J</creatorcontrib><creatorcontrib>Laity, Daniel</creatorcontrib><creatorcontrib>Mathew, Suju P</creatorcontrib><creatorcontrib>Oke, Samantha V</creatorcontrib><creatorcontrib>Peach, Philip</creatorcontrib><creatorcontrib>Prior, Samantha</creatorcontrib><title>Development of an Intrinsically Safer Methanolysis/Aromatic Nitro Group Reduction for Step 1 and 2 of Talazoparib Tosylate</title><title>Organic process research & development</title><addtitle>Org. Process Res. Dev</addtitle><description>A change in facility for the synthesis of the step 2 intermediate for talazoparib tosylate (1·TsOH) required the development of an alternative, intrinsically safer process. Rapid route scouting and considerations of process safety enabled the development of a telescoped two-step process that was demonstrated on a multikilogram scale.</description><issn>1083-6160</issn><issn>1520-586X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp1kMFKw0AQhhdRsFbvHvcBTDuzadLNsVSthapgK3gLk80Gt6TZsLsV0qc3oV49zQwz_8fwMXaPMEEQOCXlJ7Z15QQVgEiyCzbCRECUyPTrsu9BxlGKKVyzG-_3AJCkKEbs9Kh_dG3bg24CtxWnhq-b4EzjjaK67viWKu34qw7f1Ni688ZPF84eKBjF30xwlq-cPbb8Q5dHFYxteGUd3wbdcuxpJRcDdkc1nWxLzhR8Z31XU9C37Kqi2uu7vzpmn89Pu-VLtHlfrZeLTUQijkM0V0pJFFkVVzOQhCXRTKt5gqD7IRVSp1lSolRSZKpQBc2xzGKVZLqUoLCIxwzOXOWs905XeevMgVyXI-SDu7x3lw_u8j93feThHBk2e3t0Tf_g_-e_ri11gQ</recordid><startdate>20211217</startdate><enddate>20211217</enddate><creator>Daniels, David S. B</creator><creator>Crook, Robert</creator><creator>Dirat, Olivier</creator><creator>Fussell, Steven J</creator><creator>Gymer, Adam</creator><creator>Hawksworth, Michael</creator><creator>Knight, Craig J</creator><creator>Laity, Daniel</creator><creator>Mathew, Suju P</creator><creator>Oke, Samantha V</creator><creator>Peach, Philip</creator><creator>Prior, Samantha</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20211217</creationdate><title>Development of an Intrinsically Safer Methanolysis/Aromatic Nitro Group Reduction for Step 1 and 2 of Talazoparib Tosylate</title><author>Daniels, David S. B ; Crook, Robert ; Dirat, Olivier ; Fussell, Steven J ; Gymer, Adam ; Hawksworth, Michael ; Knight, Craig J ; Laity, Daniel ; Mathew, Suju P ; Oke, Samantha V ; Peach, Philip ; Prior, Samantha</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a233t-7ccc8129f3f408a1daa4ec7510ea1d628e695d18c829cbcba71d93c59ed80c1b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Daniels, David S. B</creatorcontrib><creatorcontrib>Crook, Robert</creatorcontrib><creatorcontrib>Dirat, Olivier</creatorcontrib><creatorcontrib>Fussell, Steven J</creatorcontrib><creatorcontrib>Gymer, Adam</creatorcontrib><creatorcontrib>Hawksworth, Michael</creatorcontrib><creatorcontrib>Knight, Craig J</creatorcontrib><creatorcontrib>Laity, Daniel</creatorcontrib><creatorcontrib>Mathew, Suju P</creatorcontrib><creatorcontrib>Oke, Samantha V</creatorcontrib><creatorcontrib>Peach, Philip</creatorcontrib><creatorcontrib>Prior, Samantha</creatorcontrib><collection>CrossRef</collection><jtitle>Organic process research & development</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Daniels, David S. B</au><au>Crook, Robert</au><au>Dirat, Olivier</au><au>Fussell, Steven J</au><au>Gymer, Adam</au><au>Hawksworth, Michael</au><au>Knight, Craig J</au><au>Laity, Daniel</au><au>Mathew, Suju P</au><au>Oke, Samantha V</au><au>Peach, Philip</au><au>Prior, Samantha</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Development of an Intrinsically Safer Methanolysis/Aromatic Nitro Group Reduction for Step 1 and 2 of Talazoparib Tosylate</atitle><jtitle>Organic process research & development</jtitle><addtitle>Org. Process Res. Dev</addtitle><date>2021-12-17</date><risdate>2021</risdate><volume>25</volume><issue>12</issue><spage>2686</spage><epage>2692</epage><pages>2686-2692</pages><issn>1083-6160</issn><eissn>1520-586X</eissn><abstract>A change in facility for the synthesis of the step 2 intermediate for talazoparib tosylate (1·TsOH) required the development of an alternative, intrinsically safer process. Rapid route scouting and considerations of process safety enabled the development of a telescoped two-step process that was demonstrated on a multikilogram scale.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.oprd.1c00259</doi><tpages>7</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1083-6160 |
ispartof | Organic process research & development, 2021-12, Vol.25 (12), p.2686-2692 |
issn | 1083-6160 1520-586X |
language | eng |
recordid | cdi_crossref_primary_10_1021_acs_oprd_1c00259 |
source | ACS Publications |
title | Development of an Intrinsically Safer Methanolysis/Aromatic Nitro Group Reduction for Step 1 and 2 of Talazoparib Tosylate |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-22T17%3A27%3A36IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Development%20of%20an%20Intrinsically%20Safer%20Methanolysis/Aromatic%20Nitro%20Group%20Reduction%20for%20Step%201%20and%202%20of%20Talazoparib%20Tosylate&rft.jtitle=Organic%20process%20research%20&%20development&rft.au=Daniels,%20David%20S.%20B&rft.date=2021-12-17&rft.volume=25&rft.issue=12&rft.spage=2686&rft.epage=2692&rft.pages=2686-2692&rft.issn=1083-6160&rft.eissn=1520-586X&rft_id=info:doi/10.1021/acs.oprd.1c00259&rft_dat=%3Cacs_cross%3Eb384794377%3C/acs_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |