Evidence map›Paper›PMID 20964284›Full record

ArticleOrganic letters2010

One-step continuous flow synthesis of highly substituted pyrrole-3-carboxylic acid derivatives via in situ hydrolysis of tert-butyl esters.

Ananda Herath, Nicholas D P Cosford

Abstract read
In one paragraph

Article in Organic letters, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing papers in PubMed
5.4field-weighted citation impact, top 4% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

6 citing papers in PubMed, 78 citations in OpenAlex.

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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

2 authors at 1 institution in 1 country.

Ananda HerathApoptosis and Cell Death Research Program & Conrad Prebys Center for Chemical Genomics, Sanford-Burnham Medical Research Institute, 10901 North Torrey Pines Road, La Jolla, California 92037, United States.
Nicholas D P Cosford
Sanford Burnham Prebys Medical Discovery Institute · US

Funding

Sanford-Burnham Center for Chemical GenomicsU54HG005033 · NHGRI · SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE · PI JACKSON, MICHAEL · 2008 to 2012
$72.5M
Stereochemically /Structurally Diverse Pilot Scale LibraP41GM079590 · NIGMS · TORREY PINES INST FOR MOLECULAR STUDIES · PI HOUGHTEN, RICHARD ALLEN · 2006 to 2009
$1.5M
Highly Diverse and Structurally Varied Heterocyclic Libraries for the MLSMRP41GM081261 · NIGMS · TORREY PINES INST FOR MOLECULAR STUDIES · PI HOUGHTEN, RICHARD ALLEN · 2007 to 2009
$1.4M
NHGRI NIH HHS HG005033NHGRI NIH HHS U54 HG005033NIGMS NIH HHS GM079590NIGMS NIH HHS GM081261NIGMS NIH HHS P41 GM079590NIGMS NIH HHS P41 GM081261
6 · The paper itself

Abstract

The first one-step, continuous flow synthesis of pyrrole-3-carboxylic acids directly from tert-butyl acetoacetates, amines, and 2-bromoketones is reported. The HBr generated as a byproduct in the Hantzsch reaction was utilized in the flow method to hydrolyze the t-butyl esters in situ to provide the corresponding acids in a single microreactor. The protocol was used in the multistep synthesis of pyrrole-3-carboxamides, including two CB1 inverse agonists, directly from commercially available starting materials in a single continuous process.

Indexed as

AmidesCarboxylic AcidsCombinatorial Chemistry TechniquesEstersHydrolysisMolecular StructurePyrrolesStereoisomerismAmidesCarboxylic AcidsEsterspyrrole-3-carboxylic acidPyrroles

Identifiers

PMID20964284
PMCPMC3005611
OpenAlexW2093885200

What OpenQuestion holds

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Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.