A new synthesis of indole 5-carboxylic acids and 6-hydroxy-indole-5- carboxylic acids in the preparation of an o-hydroxylated metabolite of vilazodone

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 10, 2004, Pages 2681-2684

  Heinrich, Timo ^a   Böttcher, Henning ^a  

^a MERCK KGAA   (Germany)

Author keywords

Fischer indole synthesis; Japp Klingemann; Salicyl substituted indoles

Indexed keywords

AMIDE; ANTIDEPRESSANT AGENT; CARBOXYLIC ACID DERIVATIVE; CARMOXIROLE; CYANIDE; DRUG METABOLITE; INDOLE DERIVATIVE; MESYLIC ACID; VILAZODONE;

ARTICLE; DRUG HYDROXYLATION; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE;

ANTIDEPRESSIVE AGENTS; BENZOFURANS; CARBOXYLIC ACIDS; HUMANS; HYDROXYLATION; INDOLES; PIPERAZINES; PYRIDINES; RECEPTOR, SEROTONIN, 5-HT1A; SEROTONIN UPTAKE INHIBITORS; STRUCTURE-ACTIVITY RELATIONSHIP;

CANIS FAMILIARIS;

EID: 1942476589     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.01.110     Document Type: Article

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28. 6) δ 10.96 (br s, 1H); 10.62 (br s, 1H); 10.33 (br s, 1H); 8.09 (br s, 1H); 7.81 (s, 1H); 7.65 (br s, 1H); 7.54 (d, 1H; J=8.9 Hz); 7.46 (s, 1H); 7.27 (d, 1H; J=1.8 Hz); 7.22 (dd, 1H; J=8.9 Hz; J=2.3 Hz); 7.12 (d, 1H; J=1.8 Hz); 6.95 (s, 1H); 3.75 (br d, 2H; J=8.2 Hz); 3.68 (br d, 2H; J=5.8 Hz); 3.41 (s, 4H); 2.69 (br t, 2H; J=7.3 Hz); 1.79 (m, 2H); 1.66 (m, 2H); mp: 307°C, decomp.