{"id":"https://openalex.org/W4396705353","doi":"https://doi.org/10.1021/acs.oprd.4c00116","title":"Efficient, Scalable Synthesis of Functionalized Pyrrolo[2,1-f][1,2,4]triazines","display_name":"Efficient, Scalable Synthesis of Functionalized Pyrrolo[2,1-f][1,2,4]triazines","publication_year":2024,"publication_date":"2024-05-07","ids":{"openalex":"https://openalex.org/W4396705353","doi":"https://doi.org/10.1021/acs.oprd.4c00116"},"language":"en","primary_location":{"id":"doi:10.1021/acs.oprd.4c00116","doi":"https://doi.org/10.1021/acs.oprd.4c00116","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.oprd.4c00116","pdf_url":null,"source":{"id":"https://openalex.org/S107255770","display_name":"Organic Process Research & Development","issn_l":"1083-6160","issn":["1083-6160","1520-586X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Process Research &amp; Development","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5029679408","display_name":"Shawn K. Pack","orcid":"https://orcid.org/0009-0005-5759-6268","observed_orcids":["https://orcid.org/0009-0005-5759-6268"]},"institutions":[],"countries":[],"is_corresponding":true,"raw_author_name":"Shawn K. Pack","raw_affiliation_strings":["CMC,Kinnate Biopharma Inc., San Diego, California 92130, United States"],"raw_orcid":"https://orcid.org/0009-0005-5759-6268","affiliations":[{"raw_affiliation_string":"CMC,Kinnate Biopharma Inc., San Diego, California 92130, United States","institution_ids":[]}]},{"author_position":"middle","author":{"id":null,"display_name":"Lei Feng","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4405279148","display_name":"Pharmaron (China)","ror":"https://ror.org/012qm0r35","country_code":"CN","type":"company","lineage":["https://openalex.org/I4405279148"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Lei Feng","raw_affiliation_strings":["Discovery Process Chemistry, Pharmaron, Xi\u2019An, Shaanxi Province 710018, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Discovery Process Chemistry, Pharmaron, Xi\u2019An, Shaanxi Province 710018, China","institution_ids":["https://openalex.org/I4405279148"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5101958130","display_name":"Ce Chen","orcid":"https://orcid.org/0009-0001-8267-8346","observed_orcids":["https://orcid.org/0009-0001-8267-8346"]},"institutions":[{"id":"https://openalex.org/I4405279148","display_name":"Pharmaron (China)","ror":"https://ror.org/012qm0r35","country_code":"CN","type":"company","lineage":["https://openalex.org/I4405279148"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Ce Chen","raw_affiliation_strings":["Discovery Process Chemistry, Pharmaron, Xi\u2019An, Shaanxi Province 710018, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Discovery Process Chemistry, Pharmaron, Xi\u2019An, Shaanxi Province 710018, China","institution_ids":["https://openalex.org/I4405279148"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5075156027","display_name":"Zhongzhen Li","orcid":"https://orcid.org/0000-0001-8366-3907","observed_orcids":["https://orcid.org/0000-0001-8366-3907"]},"institutions":[{"id":"https://openalex.org/I4405279148","display_name":"Pharmaron (China)","ror":"https://ror.org/012qm0r35","country_code":"CN","type":"company","lineage":["https://openalex.org/I4405279148"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Zhongzhen Li","raw_affiliation_strings":["Discovery Process Chemistry, Pharmaron, Xi\u2019An, Shaanxi Province 710018, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Discovery Process Chemistry, Pharmaron, Xi\u2019An, Shaanxi Province 710018, China","institution_ids":["https://openalex.org/I4405279148"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5029679408"],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":0.4123,"has_fulltext":false,"cited_by_count":3,"citation_normalized_percentile":{"value":0.40810061,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":91,"max":95},"biblio":{"volume":"28","issue":"7","first_page":"2765","last_page":"2769"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T14099","display_name":"Synthesis and Characterization of Heterocyclic Compounds","score":0.7387999892234802,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T14099","display_name":"Synthesis and Characterization of Heterocyclic Compounds","score":0.7387999892234802,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10947","display_name":"Fluorine in Organic Chemistry","score":0.22130000591278076,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T12562","display_name":"Synthesis and Characterization of Pyrroles","score":0.010300000198185444,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/imine-formation","display_name":"Schiff base formation","score":0.8669999837875366},{"id":"https://openalex.org/keywords/cyclization","display_name":"cyclization","score":0.9430000185966492},{"id":"https://openalex.org/keywords/scalable-synthesis","display_name":"scalable synthesis","score":0.656000018119812},{"id":"https://openalex.org/keywords/electrophilic-addition","display_name":"electrophilic addition","score":0.6790000200271606}],"concepts":[{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.6059213280677795},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5103124976158142},{"id":"https://openalex.org/C48044578","wikidata":"https://www.wikidata.org/wiki/Q727490","display_name":"Scalability","level":2,"score":0.49607357382774353},{"id":"https://openalex.org/C41008148","wikidata":"https://www.wikidata.org/wiki/Q21198","display_name":"Computer science","level":0,"score":0.3716832399368286},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3211416006088257},{"id":"https://openalex.org/C111919701","wikidata":"https://www.wikidata.org/wiki/Q9135","display_name":"Operating system","level":1,"score":0.0800674557685852}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/acs.oprd.4c00116","doi":"https://doi.org/10.1021/acs.oprd.4c00116","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.oprd.4c00116","pdf_url":null,"source":{"id":"https://openalex.org/S107255770","display_name":"Organic Process Research & Development","issn_l":"1083-6160","issn":["1083-6160","1520-586X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Process Research &amp; Development","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":26,"referenced_works":["https://openalex.org/W1975503634","https://openalex.org/W1996477273","https://openalex.org/W2009555559","https://openalex.org/W2013945442","https://openalex.org/W2018094843","https://openalex.org/W2026883608","https://openalex.org/W2044318422","https://openalex.org/W2049706615","https://openalex.org/W2077652065","https://openalex.org/W2082884802","https://openalex.org/W2095450293","https://openalex.org/W2100419123","https://openalex.org/W2304570699","https://openalex.org/W2315201045","https://openalex.org/W2327701788","https://openalex.org/W2333928060","https://openalex.org/W2742051258","https://openalex.org/W2942932839","https://openalex.org/W2949641322","https://openalex.org/W2976335759","https://openalex.org/W3047917309","https://openalex.org/W3087348131","https://openalex.org/W3185895141","https://openalex.org/W4220656727","https://openalex.org/W4220916863","https://openalex.org/W4304479281"],"related_works":["https://openalex.org/W4303959097","https://openalex.org/W2473851550","https://openalex.org/W2017829502","https://openalex.org/W3135419779","https://openalex.org/W2952865473","https://openalex.org/W7164815196","https://openalex.org/W2016679424","https://openalex.org/W2755746269","https://openalex.org/W756202211","https://openalex.org/W4361236017"],"abstract_inverted_index":{"An":[0],"efficient,":[1],"scalable":[2],"synthesis":[3,17],"of":[4,32,47],"functionalized":[5],"5-fluoropyrrolo[2,1-":[6],"f":[7],"][1,2,4]triazines":[8],"was":[9,52],"developed":[10],"from":[11],"readily":[12],"available":[13],"starting":[14],"materials.":[15],"The":[16],"is":[18],"highlighted":[19],"by":[20,40],"a":[21,33],"safe,":[22],"Cu":[23],"mediated":[24],"difluoroacetate":[25],"addition":[26],"to":[27,42,50,55],"vinyl":[28],"TMS,":[29],"selective":[30],"formylation":[31],"3-fluoropyrrole,":[34],"and":[35],"sequential":[36],"imine":[37],"formation":[38],"followed":[39],"cyclization":[41],"the":[43],"triazine":[44],"core.":[45],"Addition":[46],"other":[48],"electrophiles":[49],"3-fluoropyrrole":[51],"also":[53],"shown":[54],"be":[56],"equally":[57],"selective.":[58]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":2}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2024-05-08T00:00:00"}
