{"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":"codex-gemma-dda1882f352a","candidate_categories":["insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0004362926,0.0001719257,0.0003728725,0.00003383593,0.00004759992,0.0000270557,0.0002344241,0.0001148996,0.001619573],"category_scores_gemma":[0.0007807158,0.0001314891,0.00007143906,0.0001649281,0.00009754319,0.00009309656,0.0001324868,0.0002084667,0.000003819361],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00007116834,"about_ca_system_score_gemma":0.0001095376,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00002927633,"about_ca_topic_score_gemma":0.000002000586,"domain_scores_codex":[0.9988434,0.0000284552,0.0005167768,0.0001603008,0.0003229697,0.0001280866],"domain_scores_gemma":[0.9983784,0.000551063,0.0004368683,0.000337401,0.000157084,0.0001391747],"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":[0.0001782225,0.00004105879,0.00526307,0.0001645248,0.0001415311,0.000004999008,0.0003611958,0.00008193696,0.9926618,0.000002772012,0.00007734309,0.001021537],"study_design_scores_gemma":[0.0006301726,0.000007761872,0.002283772,0.0002718615,0.0002339279,0.0001705431,0.00084606,0.0001458742,0.9946923,0.000114157,0.0004617696,0.000141846],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9976397,0.001047207,0.0005489618,0.0003369001,0.00007830087,0.00004507649,0.00004344275,0.00001246052,0.0002480093],"genre_scores_gemma":[0.9985845,0.000217037,0.0006715257,0.00002470812,0.0002296291,0.00000115797,0.00000621488,0.00002603864,0.0002391736],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.002979298,"threshold_uncertainty_score":0.9992931,"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."}}