PMC:7291971 / 48713-49318 JSONTXT

{"target":"https://pubannotation.org/docs/sourcedb/PMC/sourceid/7291971","sourcedb":"PMC","sourceid":"7291971","source_url":"https://www.ncbi.nlm.nih.gov/pmc/7291971","text":"4.1.13 General method D for the synthesis of compounds 23, 24 and 25\nTo a solution of 20 in anhydrous NMP (conc. 0.03 M) was added the corresponding bromide reagent (3.00 eq) and DIEA (3.00 eq). After stirring for 4 h at 110 °C under microwaves, the reaction mixture was diluted with AcOEt and brine. The aqueous layer was extracted with AcOEt and the combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under vacuum. The residue was purified by flash column chromatography (silica gel, linear gradient 0–4% MeOH in DCM) to give the desired compound as a colorless solid.","divisions":[{"label":"label","span":{"begin":0,"end":6}},{"label":"title","span":{"begin":8,"end":69}}],"tracks":[{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T988","span":{"begin":46,"end":55},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T989","span":{"begin":75,"end":83},"obj":"CHEBI:75958;CHEBI:75958"},{"id":"T990","span":{"begin":150,"end":157},"obj":"CHEBI:15858;CHEBI:15858"},{"id":"T991","span":{"begin":158,"end":165},"obj":"CHEBI:33893;CHEBI:33893"},{"id":"T992","span":{"begin":260,"end":267},"obj":"CHEBI:60004;CHEBI:60004"},{"id":"T993","span":{"begin":306,"end":313},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T994","span":{"begin":414,"end":420},"obj":"CHEBI:34683;CHEBI:34683"},{"id":"T995","span":{"begin":509,"end":515},"obj":"CHEBI:30563;CHEBI:30563"},{"id":"T996","span":{"begin":542,"end":546},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T997","span":{"begin":575,"end":583},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T38632","span":{"begin":46,"end":55},"obj":"CHEBI:36357;CHEBI:36357"},{"id":"T27381","span":{"begin":75,"end":83},"obj":"CHEBI:75958;CHEBI:75958"},{"id":"T70032","span":{"begin":150,"end":157},"obj":"CHEBI:15858;CHEBI:15858"},{"id":"T50931","span":{"begin":158,"end":165},"obj":"CHEBI:33893;CHEBI:33893"},{"id":"T24500","span":{"begin":260,"end":267},"obj":"CHEBI:60004;CHEBI:60004"},{"id":"T75121","span":{"begin":306,"end":313},"obj":"CHEBI:15377;CHEBI:15377"},{"id":"T6076","span":{"begin":414,"end":420},"obj":"CHEBI:34683;CHEBI:34683"},{"id":"T31885","span":{"begin":509,"end":515},"obj":"CHEBI:30563;CHEBI:30563"},{"id":"T20744","span":{"begin":542,"end":546},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T50504","span":{"begin":575,"end":583},"obj":"CHEBI:36357;CHEBI:36357"}],"attributes":[{"subj":"T988","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T989","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T990","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T991","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T992","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T993","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T994","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T995","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T996","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T997","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T38632","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T27381","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T70032","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T50931","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T24500","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T75121","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T6076","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T31885","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T20744","pred":"source","obj":"LitCovid-PMC-OGER-BB"},{"subj":"T50504","pred":"source","obj":"LitCovid-PMC-OGER-BB"}]},{"project":"LitCovid-PubTator","denotations":[{"id":"847","span":{"begin":103,"end":106},"obj":"Chemical"},{"id":"848","span":{"begin":414,"end":420},"obj":"Chemical"},{"id":"849","span":{"begin":509,"end":519},"obj":"Chemical"},{"id":"850","span":{"begin":542,"end":546},"obj":"Chemical"},{"id":"851","span":{"begin":550,"end":553},"obj":"Chemical"}],"attributes":[{"id":"A847","pred":"tao:has_database_id","subj":"847","obj":"MESH:C038678"},{"id":"A849","pred":"tao:has_database_id","subj":"849","obj":"MESH:D058428"},{"subj":"847","pred":"source","obj":"LitCovid-PubTator"},{"subj":"848","pred":"source","obj":"LitCovid-PubTator"},{"subj":"849","pred":"source","obj":"LitCovid-PubTator"},{"subj":"850","pred":"source","obj":"LitCovid-PubTator"},{"subj":"851","pred":"source","obj":"LitCovid-PubTator"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}]},{"project":"LitCovid-PD-CLO","denotations":[{"id":"T325","span":{"begin":73,"end":74},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T326","span":{"begin":362,"end":369},"obj":"http://purl.obolibrary.org/obo/OBI_0100026"},{"id":"T327","span":{"begin":362,"end":369},"obj":"http://purl.obolibrary.org/obo/UBERON_0000468"},{"id":"T328","span":{"begin":587,"end":588},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"}],"attributes":[{"subj":"T325","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T326","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T327","pred":"source","obj":"LitCovid-PD-CLO"},{"subj":"T328","pred":"source","obj":"LitCovid-PD-CLO"}]},{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T915","span":{"begin":75,"end":83},"obj":"Chemical"},{"id":"T916","span":{"begin":103,"end":106},"obj":"Chemical"},{"id":"T919","span":{"begin":150,"end":157},"obj":"Chemical"},{"id":"T920","span":{"begin":158,"end":165},"obj":"Chemical"},{"id":"T921","span":{"begin":260,"end":267},"obj":"Chemical"},{"id":"T922","span":{"begin":285,"end":290},"obj":"Chemical"},{"id":"T923","span":{"begin":339,"end":344},"obj":"Chemical"},{"id":"T924","span":{"begin":414,"end":420},"obj":"Chemical"},{"id":"T925","span":{"begin":509,"end":515},"obj":"Chemical"},{"id":"T926","span":{"begin":542,"end":546},"obj":"Chemical"},{"id":"T927","span":{"begin":550,"end":553},"obj":"Chemical"}],"attributes":[{"id":"A915","pred":"chebi_id","subj":"T915","obj":"http://purl.obolibrary.org/obo/CHEBI_75958"},{"id":"A916","pred":"chebi_id","subj":"T916","obj":"http://purl.obolibrary.org/obo/CHEBI_17188"},{"id":"A917","pred":"chebi_id","subj":"T916","obj":"http://purl.obolibrary.org/obo/CHEBI_25608"},{"id":"A918","pred":"chebi_id","subj":"T916","obj":"http://purl.obolibrary.org/obo/CHEBI_7307"},{"id":"A919","pred":"chebi_id","subj":"T919","obj":"http://purl.obolibrary.org/obo/CHEBI_15858"},{"id":"A920","pred":"chebi_id","subj":"T920","obj":"http://purl.obolibrary.org/obo/CHEBI_33893"},{"id":"A921","pred":"chebi_id","subj":"T921","obj":"http://purl.obolibrary.org/obo/CHEBI_60004"},{"id":"A922","pred":"chebi_id","subj":"T922","obj":"http://purl.obolibrary.org/obo/CHEBI_27750"},{"id":"A923","pred":"chebi_id","subj":"T923","obj":"http://purl.obolibrary.org/obo/CHEBI_27750"},{"id":"A924","pred":"chebi_id","subj":"T924","obj":"http://purl.obolibrary.org/obo/CHEBI_32149"},{"id":"A925","pred":"chebi_id","subj":"T925","obj":"http://purl.obolibrary.org/obo/CHEBI_30563"},{"id":"A926","pred":"chebi_id","subj":"T926","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A927","pred":"chebi_id","subj":"T927","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"subj":"T915","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T916","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T919","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T920","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T921","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T922","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T923","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T924","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T925","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T926","pred":"source","obj":"LitCovid-PD-CHEBI"},{"subj":"T927","pred":"source","obj":"LitCovid-PD-CHEBI"}]},{"project":"LitCovid-PD-HP","denotations":[{"id":"T18","span":{"begin":550,"end":553},"obj":"Phenotype"}],"attributes":[{"id":"A18","pred":"hp_id","subj":"T18","obj":"http://purl.obolibrary.org/obo/HP_0001644"},{"subj":"T18","pred":"source","obj":"LitCovid-PD-HP"}]},{"project":"LitCovid-PD-GO-BP","denotations":[{"id":"T50","span":{"begin":33,"end":42},"obj":"http://purl.obolibrary.org/obo/GO_0009058"}],"attributes":[{"subj":"T50","pred":"source","obj":"LitCovid-PD-GO-BP"}]},{"project":"LitCovid-sentences","denotations":[{"id":"T352","span":{"begin":0,"end":69},"obj":"Sentence"},{"id":"T353","span":{"begin":70,"end":113},"obj":"Sentence"},{"id":"T354","span":{"begin":114,"end":195},"obj":"Sentence"},{"id":"T355","span":{"begin":196,"end":301},"obj":"Sentence"},{"id":"T356","span":{"begin":302,"end":451},"obj":"Sentence"},{"id":"T357","span":{"begin":452,"end":605},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"attributes":[{"subj":"T352","pred":"source","obj":"LitCovid-sentences"},{"subj":"T353","pred":"source","obj":"LitCovid-sentences"},{"subj":"T354","pred":"source","obj":"LitCovid-sentences"},{"subj":"T355","pred":"source","obj":"LitCovid-sentences"},{"subj":"T356","pred":"source","obj":"LitCovid-sentences"},{"subj":"T357","pred":"source","obj":"LitCovid-sentences"}]}],"config":{"attribute types":[{"pred":"source","value type":"selection","values":[{"id":"LitCovid-PMC-OGER-BB","color":"#ecb193","default":true},{"id":"LitCovid-PubTator","color":"#9793ec"},{"id":"LitCovid-PD-CLO","color":"#a8ec93"},{"id":"LitCovid-PD-CHEBI","color":"#ec93c2"},{"id":"LitCovid-PD-HP","color":"#93dcec"},{"id":"LitCovid-PD-GO-BP","color":"#ece293"},{"id":"LitCovid-sentences","color":"#c893ec"}]}]}}