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Preparation of labelled 2‐methoxy‐3‐alkylpyrazines: synthesis and characterization of deuterated 2‐methoxy‐3‐isopropylyrazine and 2‐methoxy‐3‐isobutylpyrazine
Author(s) -
Gerritsma David A.,
Brindle Ian D.,
Jones Timothy R.B.,
Capretta Alfredo
Publication year - 2003
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.664
Subject(s) - chemistry , pyrazine , isopropyl , amide , glyoxal , stereochemistry , medicinal chemistry , organic chemistry
Efficient synthetic routes for a number of deuterated analogues of 2‐methoxy‐3‐isopropylpyrazines and 2‐methoxy‐3‐isobutylpyrazines have been developed involving the condensation of glyoxal with an α‐amino acid amide followed by methylation with iodomethane. In this way [ 2 H 3 ]2‐methoxy‐3‐isopropylpyrazine, 2‐methoxy‐3‐isopropyl‐[ 2 H 2 ]pyrazine, [ 2 H 3 ]2‐methoxy‐3‐isopropyl‐[ 2 H 2 ]pyrazine, [ 2 H 3 ]2‐methoxy‐3‐isobutylpyrazine; 2‐methoxy‐3‐isobutyl‐[ 2 H 2 ]pyrazine and [ 2 H 3 ]2‐methoxy‐3‐isobutyl‐[ 2 H 2 ]pyrazine were prepared and characterized by NMR and MS. Copyright © 2002 John Wiley & Sons, Ltd.