{"id":"W2970292809","doi":"10.1021/acs.joc.9b01844","title":"Modular Synthesis of Di- and Trisubstituted Imidazoles from Ketones and Aldehydes: A Route to Kinase Inhibitors","year":2019,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Catalytic C–H Functionalization Methods","field":"Chemistry","cited_by":23,"is_retracted":false,"has_abstract":true,"ca_institutions":"","funders":"Eshelman Institute for Innovation, University of North Carolina at Chapel Hill; Merck Sharp and Dohme; Conselho Nacional de Desenvolvimento Científico e Tecnológico; Novartis Pharma; Canada Foundation for Innovation; Ontario Ministry of Economic Development and Innovation; Wellcome Trust; Fundação de Amparo à Pesquisa do Estado de São Paulo; Genome Canada; AbbVie; Takeda Pharmaceutical Company; Structural Genomics Consortium; Janssen Pharmaceuticals; Merck KGaA; Innovative Medicines Initiative; Wellcome; Bayer; Pfizer; Boehringer Ingelheim","keywords":"Imidazole; Yield (engineering); Ketone; Chemistry; Aldehyde; Combinatorial chemistry; Condensation; Catalysis; Halogenation; One-pot synthesis; Organic chemistry; Materials science","routes":{"ca_aff":false,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":true},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0002721653,0.0006712599,0.0003576388,0.000320968,0.0001780651,0.0002140997,0.0005987986,0.0002987894,0.002581793],"category_scores_gemma":[0.0001499203,0.0002044221,0.0002562531,0.0003757392,0.0001883858,0.0004589648,0.0003693321,0.00066511,0.001244779],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.000482746,"about_ca_system_score_gemma":0.0005546852,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0005443715,"about_ca_topic_score_gemma":0.001805299,"domain_scores_codex":[0.9998837,0.000008823481,0.00001183419,0.00002637729,0.00002336511,0.00004602599],"domain_scores_gemma":[0.9999516,0.000004003545,0.000009849045,0.000006480225,0.00001104662,0.00001688919],"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":[0.0004134311,0.0002578884,0.0002514433,0.0007392997,0.00007111918,0.0006633439,0.000199348,0.001828613,0.9561085,0.004847075,0.00175138,0.03286868],"study_design_scores_gemma":[0.0001184046,0.001068465,0.00121903,0.00003093199,0.00005204416,0.0005131933,0.00004375847,0.001525865,0.9704235,0.0006083208,0.02434905,0.00004737112],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.8334292,0.01245266,0.1133482,0.000659269,0.0005750874,0.0007115557,0.004424321,0.002086609,0.03231315],"genre_scores_gemma":[0.9585472,0.005815773,0.0254129,0.0001349975,0.00004304249,0.0002134297,0.001132501,0.0001045201,0.008595561],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.002581793,"threshold_uncertainty_score":0.008637011,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.008762014901203576,"score_gpt":0.2297449683156385,"score_spread":0.2209829534144349,"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."}}