{"id":"W2948925434","doi":"10.1021/acs.oprd.9b00147","title":"Nucleophilic Aromatic Substitutions of 2-Halo-5-(sulfamoyl)benzoic Acids and <i>N</i>,<i>O</i>-Bis-alkylation via Phase Transfer Catalysis: Synthesis of RoRγ Inverse Agonist GSK2981278A","year":2019,"lang":"en","type":"article","venue":"Organic Process Research & Development","topic":"Synthesis and biological activity","field":"Chemistry","cited_by":7,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Victoria","funders":"","keywords":"Chemistry; Alkylation; Medicinal chemistry; Potassium carbonate; Nucleophilic aromatic substitution; Amination; Methanol; Nucleophile; Transfer hydrogenation; Phase-transfer catalyst; Nucleophilic substitution; Catalysis; Aryl; Organic chemistry; Combinatorial chemistry; Ruthenium; Alkyl","routes":{"ca_aff":true,"ca_fund":false,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001262283,0.0003670881,0.0002015503,0.0001205519,0.0001249069,0.0001178085,0.0003377472,0.0002619452,0.001785652],"category_scores_gemma":[0.0001209581,0.0001816043,0.0002844981,0.0001495686,0.000126123,0.0002881569,0.0002559481,0.0003860971,0.001001848],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001705653,"about_ca_system_score_gemma":0.0002779199,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0003681605,"about_ca_topic_score_gemma":0.0009705843,"domain_scores_codex":[0.9998857,0.00001546789,0.0000109702,0.0000239973,0.00002073885,0.00004315507],"domain_scores_gemma":[0.9999607,0.000004139826,0.00001473022,0.000005328234,0.000006581631,0.000008529537],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.0001655711,0.00006624097,0.00009454057,0.0001564716,0.00001103912,0.0001871211,0.00003670456,0.000405189,0.9911256,0.0007303638,0.0002270317,0.006794229],"study_design_scores_gemma":[0.00003209032,0.0005405593,0.0003259497,0.000007344996,0.00001080005,0.0001757364,0.00001137818,0.0005266062,0.9927784,0.00007600781,0.005506027,0.00000918248],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9497054,0.005973264,0.02377828,0.0003380849,0.0002299627,0.0002256641,0.0006967501,0.0004254339,0.01862732],"genre_scores_gemma":[0.9867643,0.002770455,0.005694534,0.00008600653,0.00002137473,0.00007199834,0.0002837373,0.00003475164,0.004272892],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001785652,"threshold_uncertainty_score":0.005973637,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.03005530469592369,"score_gpt":0.2976542121709279,"score_spread":0.2675989074750041,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}