A new and simplified process for preparing N-[4-(3,4-dichlorophenyl)-3,4- dihydro-1(2H)-naphthalenylidene]methanamine and a telescoped process for the synthesis of (1S-cis)-4-(3,4-dichlorophenol)-1,2,3,4-tetrahydro-N-methyl-1- naphthalenamine mandelate: Key intermediates in the synthesis of sertraline hydrochloride

Organic Process Research and Development

Volumn 8, Issue 3, 2004, Pages 385-388

  Taber, Geraldine P ^a   Pfisterer, David M ^a   Colberg, Juan C ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 (3,4 DICHLOROPHENOL) 1,2,3,4 TETRAHYDRO N METHYL 1 NAPHTHALENAMINE MANDELATE; MANDELIC ACID DERIVATIVE; METHYLAMINE; N [4 (3,4 DICHLOROPHENYL) 3,4 DIHYDRO 1(2H) NAPHTHALENYLIDENE]METHANAMINE; SERTRALINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; HYDRATION; POLYMERIZATION; REDUCTION; SOLUBILITY; SYNTHESIS;

EID: 3042593299     PISSN: 10836160     EISSN: None     Source Type: Journal    
DOI: 10.1021/op0341465     Document Type: Article

References (12)

1. MacQueen, G.; Born, L.; Steiner, M. CNS Drug Rev. 2001, 7, 1.
2. Welch, W. M.; Kraska, A. R.; Sarges, R.; Koe, B. K. J. Med. Chem. 1984, 27, 1508.
3. McRae, A. L.; Brady, K. T. Expert Opin. Pharmacother. 2001, 2, 883.
4. Williams, M. T.; Quallich, G. J. Chem. Ind. 1990, 10, 315.
5. Spavins, J. C. U.S. Patent 4,855,500, 1989. Chem. Abstr. 1990, 112, 98231.
6. Quallich, G. J.; Woodall, T. M. Tetrahedron 1992, 48, 10239.
7. Thommen, M.; Hafner, A.; Brunner, F.; Kirner, H.; Kolly, R. WO 0136378 A1 2001; Chem. Abstr. 2001, 135, 380548.
8. Quallich, G. J. PCT Int. Appl. WO 9515299 A1, 1995; Chem. Abstr. 1995, 123, 169379.
9. Adrian, G. Eur. Patent 346226 A1, 1989; Chem. Abstr. 1990, 112, 235002.
10. Laitinen, I.; Pietikaeinen, P. WO 0296860 A1 2002; Chem Abstr. 2002, 138, 927391.
11. Colberg, J. C.; Pfisterer, D. M.; Taber, G. P. U.S. Patent 6,232,500, 2001.
12. U.S. EPA Presidential Green Chemistry Challenge Award, 2002.