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Record W2368159182

Synthesis of 3-(2-Carboxyethyl)-1H-pyrrolopyridine-2-carboxylic Acid by Heck Reaction

2013· article· en· W2368159182 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueHecheng huaxue · 2013
Typearticle
Languageen
FieldChemistry
TopicSynthesis and Reactivity of Heterocycles
Canadian institutionsCAE (Canada)
Fundersnot available
KeywordsChemistryHeck reactionYield (engineering)CarboxylateAnhydrousCatalysisMedicinal chemistryLigand (biochemistry)Proton NMRCarboxylic acidBase (topology)SolventOrganic chemistryCoupling reactionPolymer chemistryPalladium
DOInot available

Abstract

fetched live from OpenAlex

A novel compound,ethyl 3-(2-carboxyethyl)-1H-pyrrolopyridine-2-carboxylate,was synthesized by a five-step reaction from 1H-pyrrolopyridine-2-carboxylic acid.The structure was characterized by 1H NMR and HR-MS.The optimal Heck coupling reaction conditions of synthesizing(E)-ethyl 3-(3-ethoxy-3-oxoprop-1-en-1-yl)-1-tosyl-1H-pyrrolopyridine-2-carboxylate were as follows: The solvent was anhydrous DMF,the catalyst was Pd(OAc)2,the ligand was dppf,and the base was Et3N.The yield was 88% under the optical reaction conditions.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.034
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0020.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.010
GPT teacher head0.210
Teacher spread0.200 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it