Synthesis of 5-(sulfamoylmethyl)indoles

Bosch, Joan; Roca, Tomas; Armengol, Montserrat; Fernandez‐Forner, Dolors

doi:10.1016/s0040-4020(00)01091-7

Cited by 56 publications

(29 citation statements)

References 20 publications

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“…Chlorobutanal acetals are stable in a neutral medium [44] and must therefore be hydrolyzed before the beginning of indolization. It is possible to combine their hydrolysis in the acidic medium with the formation of the arylhydrazones [232] followed by a Grandberg reaction in a close-to-neutral medium. During the synthesis of the tryptamine 46 (R = 5-CH 2 CN) by reaction with chlorobutanal dimethyl acetal the side formation of the condensation product 47 was observed [77] (cf.…”

Section: Synthesis Of Tryptamines By the Grandberg Reactionmentioning

confidence: 99%

“…_______ *A = aminobutanal, P = phthalimidobutanal and its acetals, G = by the Grandberg reaction (M, E, a acetal, diethyl acetal, and free chlorobutanal respectively), D = dimethyl acetal of dimethylaminobutan phoric ether. * 2 Cannot be obtained by the Grandberg reaction in spite of variation of the conditions (a complex m products is formed) [232].…”

Section: Hydroformylation Of Allylamine Derivatives: One-pot and Tandmentioning

confidence: 99%

“…Despite the use of a large number of methods their synthesis is typified by low yields. Synthesis by the Abramovich-Shapiro method [16,260] (see the successful modifications in [16,30]) and the introduction of the sulfamide group [232] into existing tryptamines come up against certain obstacles. For biochemical investigations, therefore, the Fischer method is a convenient procedure for the synthesis of large series of compounds.…”

mentioning

confidence: 99%

“…For biochemical investigations, therefore, the Fischer method is a convenient procedure for the synthesis of large series of compounds. (Among other methods for the construction of the indole ring see, for example, the application of the Heck method [232]. )…”

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confidence: 99%

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Synthesis of tryptamines by the Fischer method using synthetic precursors and latent forms of amino-butanal (review)

Bidylo

Yurovskaya

2008

Chem Heterocycl Comp

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Section: Synthesis Of Tryptamines By the Grandberg Reactionmentioning

confidence: 99%

Section: Hydroformylation Of Allylamine Derivatives: One-pot and Tandmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Synthesis of tryptamines by the Fischer method using synthetic precursors and latent forms of amino-butanal (review)

Bidylo

Yurovskaya

2008

Chem Heterocycl Comp

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“…Almotriptan malate is available in market as conventional tablets (AXERT). Forner et al 2 Bosch et al 3 have synthesised almotriptan malate and have published the data in US5565447. Till now, a very few procedures based on liquid chromatography have been reported for the quantitative determination of almotriptan in human plasma and urine.…”

Section: Introductionmentioning

confidence: 99%

A Validated RP HPLC Method for Estimation of Almotriptan Malate in Pharmaceutical Dosage Form

Suneetha

Syama

2010

J Chinese Chemical Soc

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An accurate, sensitive, precise and robust reverse phase high performance liquid chromatographic method for the estimation of almotriptan malate in pharmaceutical dosage form has been developed and validated. Chromatographic separation was conducted on Phenomenex Gemini C18 (250 mm´4.6 mm, 5m) column at room temperature using potassium dihydrogen phosphate buffer: acetonitrile (80:20) as a mobile phase, pH adjusted to 3.2 ± 0.1 with 10% sodium hydroxide and at a flow rate of 1.5 mL min -1 , while UV detection was performed at 227 nm. The retention time for almotriptan malatewas found to be 9.47 ± 0.05 min. The method was found to be linear in the range of 1.0-10.0 mg mL -1 . The limit of detection and quantitation for almotriptan malate were found to be 0.03 and 0.1 mg mL -1 , respectively. Analytical recovery was > 99.87%. The method was validated stastically and applied for the quantitative analysis of almotriptan malate in bulk and formulations.

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