FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2409870111> ?p ?o ?g. }

• W2409870111 endingPage "1087" @default.
• W2409870111 startingPage "1075" @default.
• W2409870111 abstract "Two new routes to a pyrimidyl tetrazole intermediate are described. The first-generation route featured an iron-catalyzed cross-coupling between 4-butenylmagnesium bromide and a 4-chloropyrimidine derivative to afford an alkene-bearing pyrimidine intermediate. A subsequent intramolecular Heck cyclization afforded the desired bicyclic core, which was subsequently converted to the corresponding carboxylic acid via hydroboration and oxidation. This route was rapidly defined and used to prepare the initial 0.3 kg of the pyrimidyl tetrazole intermediate, which supported early toxicology and clinical studies of a drug candidate. A second-generation, eight-step route to the pyrimidyl tetrazole intermediate was defined and demonstrated on multikilogram scale in a 21% overall yield. The key transformation in this sequence was a copper(I) mediated cyclization of an iodopyrimidine, affording the bicyclic core of the target in quantitative yield. Due to the larger scale involved for the second-generation approach, significant process safety evaluation was undertaken for a number of steps in this route, and the highlights of these studies are presented." @default.
• W2409870111 created "2016-06-24" @default.
• W2409870111 creator A5021577266 @default.
• W2409870111 creator A5031130037 @default.
• W2409870111 creator A5036687874 @default.
• W2409870111 creator A5038977774 @default.
• W2409870111 creator A5047455912 @default.
• W2409870111 creator A5060651245 @default.
• W2409870111 creator A5066555786 @default.
• W2409870111 creator A5070353889 @default.
• W2409870111 creator A5073785057 @default.
• W2409870111 creator A5080084802 @default.
• W2409870111 creator A5080627533 @default.
• W2409870111 creator A5087680961 @default.
• W2409870111 date "2016-06-08" @default.
• W2409870111 modified "2023-10-15" @default.
• W2409870111 title "Two Approaches to the Chemical Development and Large-Scale Preparation of a Pyrimidyl Tetrazole Intermediate" @default.
• W2409870111 cites W1511511369 @default.
• W2409870111 cites W1973417213 @default.
• W2409870111 cites W1980695336 @default.
• W2409870111 cites W1989771566 @default.
• W2409870111 cites W2019233349 @default.
• W2409870111 cites W2029815944 @default.
• W2409870111 cites W2037012536 @default.
• W2409870111 cites W2038919022 @default.
• W2409870111 cites W2051321083 @default.
• W2409870111 cites W2056712322 @default.
• W2409870111 cites W2063877176 @default.
• W2409870111 cites W2071147695 @default.
• W2409870111 cites W2090522251 @default.
• W2409870111 cites W2092658289 @default.
• W2409870111 cites W2176927886 @default.
• W2409870111 cites W2328405605 @default.
• W2409870111 cites W2841316693 @default.
• W2409870111 cites W2949080443 @default.
• W2409870111 cites W2950131693 @default.
• W2409870111 cites W2950311721 @default.
• W2409870111 cites W2953031401 @default.
• W2409870111 cites W4231644331 @default.
• W2409870111 cites W4232655120 @default.
• W2409870111 doi "https://doi.org/10.1021/acs.oprd.6b00136" @default.
• W2409870111 hasPublicationYear "2016" @default.
• W2409870111 type Work @default.
• W2409870111 sameAs 2409870111 @default.
• W2409870111 citedByCount "15" @default.
• W2409870111 countsByYear W24098701112017 @default.
• W2409870111 countsByYear W24098701112018 @default.
• W2409870111 countsByYear W24098701112019 @default.
• W2409870111 countsByYear W24098701112020 @default.
• W2409870111 countsByYear W24098701112021 @default.
• W2409870111 countsByYear W24098701112022 @default.
• W2409870111 crossrefType "journal-article" @default.
• W2409870111 hasAuthorship W2409870111A5021577266 @default.
• W2409870111 hasAuthorship W2409870111A5031130037 @default.
• W2409870111 hasAuthorship W2409870111A5036687874 @default.
• W2409870111 hasAuthorship W2409870111A5038977774 @default.
• W2409870111 hasAuthorship W2409870111A5047455912 @default.
• W2409870111 hasAuthorship W2409870111A5060651245 @default.
• W2409870111 hasAuthorship W2409870111A5066555786 @default.
• W2409870111 hasAuthorship W2409870111A5070353889 @default.
• W2409870111 hasAuthorship W2409870111A5073785057 @default.
• W2409870111 hasAuthorship W2409870111A5080084802 @default.
• W2409870111 hasAuthorship W2409870111A5080627533 @default.
• W2409870111 hasAuthorship W2409870111A5087680961 @default.
• W2409870111 hasConcept C106159729 @default.
• W2409870111 hasConcept C111771559 @default.
• W2409870111 hasConcept C134121241 @default.
• W2409870111 hasConcept C161790260 @default.
• W2409870111 hasConcept C162324750 @default.
• W2409870111 hasConcept C178790620 @default.
• W2409870111 hasConcept C185592680 @default.
• W2409870111 hasConcept C191897082 @default.
• W2409870111 hasConcept C192562407 @default.
• W2409870111 hasConcept C196306401 @default.
• W2409870111 hasConcept C21951064 @default.
• W2409870111 hasConcept C24961977 @default.
• W2409870111 hasConcept C2776254738 @default.
• W2409870111 hasConcept C2780827033 @default.
• W2409870111 hasConcept C71240020 @default.
• W2409870111 hasConcept C75079739 @default.
• W2409870111 hasConceptScore W2409870111C106159729 @default.
• W2409870111 hasConceptScore W2409870111C111771559 @default.
• W2409870111 hasConceptScore W2409870111C134121241 @default.
• W2409870111 hasConceptScore W2409870111C161790260 @default.
• W2409870111 hasConceptScore W2409870111C162324750 @default.
• W2409870111 hasConceptScore W2409870111C178790620 @default.
• W2409870111 hasConceptScore W2409870111C185592680 @default.
• W2409870111 hasConceptScore W2409870111C191897082 @default.
• W2409870111 hasConceptScore W2409870111C192562407 @default.
• W2409870111 hasConceptScore W2409870111C196306401 @default.
• W2409870111 hasConceptScore W2409870111C21951064 @default.
• W2409870111 hasConceptScore W2409870111C24961977 @default.
• W2409870111 hasConceptScore W2409870111C2776254738 @default.
• W2409870111 hasConceptScore W2409870111C2780827033 @default.
• W2409870111 hasConceptScore W2409870111C71240020 @default.
• W2409870111 hasConceptScore W2409870111C75079739 @default.
• W2409870111 hasIssue "6" @default.
• W2409870111 hasLocation W24098701111 @default.

• next