259667-66-8Relevant articles and documents
A concise and regioselective synthesis of 6-iodo-4-trifluoromethylisatin, an intermediate in the synthesis of the novel, non-peptidyl growth hormone secretagogue SM-130686
Ewan Hume,Tokunaga, Teruhisa,Nagata, Ryu
, p. 3605 - 3611 (2002)
The synthesis of 6-iodo-4-trifluoromethylisatin, an intermediate in the synthesis of the growth hormone secretagogue SM-130686, is disclosed. The synthesis is achieved in seven steps, with an overall yield of 32%, and requires a single recrystallisation as the only purification step. 2-Methyl-3-nitrobenzotrifluoride was converted to (4-iodo-6-nitro-2-trifluoromethylphenyl)acetic acid via iodination, condensation with dimethyloxalate and oxidative decarboxylation. Subsequent esterification followed by reductive cyclisation gave 6-iodo-4-trifluoromethyloxindole. Oxindole 3,3-dibromination followed by hydrolysis gave 6-iodo-4-trifluoromethylisatin.
Oxindole derivative
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, (2008/06/13)
An oxindole of Formula 1 or a prodrug thereof, or a pharmaceutically acceptable salt thereof is useful for growth hormone releaser: wherein R1, R2, R3and R4are independently hydrogen, optionally substituted alkyl etc; R5is optionally substituted aryl or optionally substituted heteroaryl; Z is —O— or —NH—; one of W1and W2is hydrogen, alkyl or —Y—CON(R10)R11; the other of W1and W2is n is 1, 2 or 3; m is 0, 1, 2 or 3; Y is single bond or C1-C3alkylene; R6and R7are independently hydrogen, optionally substituted alkyl etc; R8and R9are independently hydrogen, optionally substituted alkyl etc; R10and R11are independently hydrogen, alkyl etc.
