Development of a manufacturing route to 1-hydroxy-4-(3-pyridyl)butan-2-one using Heck methodology

Organic Process Research and Development

Volumn 6, Issue 6, 2002, Pages 811-813

  Ainge, Debra ^a   Vaz, Luis Manuel ^a  

^a ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

1 HYDROXY 4 (3 PYRIDYL)BUTAN 2 ONE; ALCOHOL DERIVATIVE; ALKANONE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

CATALYST; CONFERENCE PAPER; CRYSTALLIZATION; HECK REACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PILOT STUDY; PROTON NUCLEAR MAGNETIC RESONANCE; SCALE UP; SYNTHESIS;

EID: 0036859130     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op0255736     Document Type: Conference Paper

References (10)

1. Cheshire, D.; Cladingboel, D.; Hardern, D.; Stocks, M. PCT Int. Appl.; CODEN: PIXXD2, WO 9720815 A1 970612, p 146.
2. Leonard, J.; Mohialdin, S.; Swain, P. Synth. Commun. 1989, 19, 3529 and references therein; Hubschwerlen, C. Synthesis 1986, 962.
3. Leonard, J.; Mohialdin, S.; Swain, P. Synth. Commun. 1989, 19, 3529 and references therein; Hubschwerlen, C. Synthesis 1986, 962.
4. Reetz, M. T.; Westermann, E.; Lohmer, R.; Lohmer, G. Tetrahedron Lett. 1998, 39, 8449; Reetz, M. T.; Lohmer, G.; Schwickardi, R. Angew. Chem., Int. Ed. 1998, 37, 481; Littke, A. F.; Fu, G. C. J. Org. Chem. 1999, 64, 10; Jeffery, T. Tetrahedron Lett. 1994, 35, 3051.
5. Reetz, M. T.; Westermann, E.; Lohmer, R.; Lohmer, G. Tetrahedron Lett. 1998, 39, 8449; Reetz, M. T.; Lohmer, G.; Schwickardi, R. Angew. Chem., Int. Ed. 1998, 37, 481; Littke, A. F.; Fu, G. C. J. Org. Chem. 1999, 64, 10; Jeffery, T. Tetrahedron Lett. 1994, 35, 3051.
6. Reetz, M. T.; Westermann, E.; Lohmer, R.; Lohmer, G. Tetrahedron Lett. 1998, 39, 8449; Reetz, M. T.; Lohmer, G.; Schwickardi, R. Angew. Chem., Int. Ed. 1998, 37, 481; Littke, A. F.; Fu, G. C. J. Org. Chem. 1999, 64, 10; Jeffery, T. Tetrahedron Lett. 1994, 35, 3051.
7. Reetz, M. T.; Westermann, E.; Lohmer, R.; Lohmer, G. Tetrahedron Lett. 1998, 39, 8449; Reetz, M. T.; Lohmer, G.; Schwickardi, R. Angew. Chem., Int. Ed. 1998, 37, 481; Littke, A. F.; Fu, G. C. J. Org. Chem. 1999, 64, 10; Jeffery, T. Tetrahedron Lett. 1994, 35, 3051.
8. This material was suitable for use in the next step.
9. Raggon, J. W.; Snyder, W. M. Org. Process Res. Dev. 2002, 6, 67.
10. Further work was not carried out as it was decided not to advance the candidate drug.