- Alternate synthesis of a β-3 adrenergic receptor agonist
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Previously our group reported synthetic efforts used to synthesize kilogram quantities of the β-3 receptor agonist (R)-(4-(2-(2-(6-aminopyridin-3-yl)- 2-hydroxyethylamino)ethoxy)phenyl)-acetic acid, 1. Additional research was conducted to explore an alternate chiral route with a streamlined protecting group scheme. The alternate asymmetric process and synthetic rationale are described.
- Scott, Robert W.,Fox, Darrell E.,Wong, John W.,Burns, Michael P.
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- Synthesis of 2-amino-5-hydroxypyridine via demethoxylation
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A convenient and efficient four-step synthesis of 2-amino-5-hydroxypyridine can be achieved by protective reaction of 2-amino-5-bromopyridine in the presence of 2,5-hexanedione to yield 5-bromo-2-(2,5-dimethyl-1H-pyrrol-1yl)pyridine, methoxylation with sodium methylate to give 5-methoxy-2-(2,5-dimethyl-1H-pyrrol-1yl)pyridine, deprotective reaction with hydroxylamine hydrochloride to produce 2-amino-5-methoxypyridine and demethylation with 95 % H2SO4 to afford the title compound in an overall yield of 45 %.
- Cheng,Liu
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p. 1403 - 1404
(2016/04/08)
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- PROLYL HYDROXYLASE INHIBITORS
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The invention described herein relates to certain bicyclic heteroaromatic N-substituted glycine derivatives of formula (I), which are antagonists of HIF prolyl hydroxylases and are useful for treating diseases benefiting from the inhibition of this enzyme, anemia being one example.
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Page/Page column 16
(2010/04/03)
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- MORPHOLINE DOPAMINE AGONISTS FOR THE TREATMENT OF PAIN
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The present invention relates to use of a compound of formula (I), (Ia), or (Ib), wherein A, B, Z, R1and R2 have the meanings given in the specification, as a medicament for the treatment of a number of pain conditions, particularly chronic or nociceptive
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Page/Page column 51-52
(2008/12/07)
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- NOVEL SULFONAMIDE SUBSTITUTED CHROMAN DERIVATIVES USEFUL AS BETA-3 ADRENORECEPTOR AGONISTS
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This invention relates to novel sulfonamide substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.
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Page/Page column 56
(2008/12/07)
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- BENZAZEPIN-2(1H)-ONE DERIVATIVES
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Compounds of formula (I) and pharmaceutically acceptable salts thereof are agonists at the beta-2 adrenoceptor. They are useful as feed additives for livestock animals.
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Page/Page column 51
(2008/06/13)
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- TETRAHYDROCARBAZOLE DERIVATIVES USEFUL AS ANDROGEN RECEPTOR MODULATORS
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The present invention provides a compound of the formula: Formula I or a pharmaceutically acceptable salt thereof; pharmaceutical compositions comprising an effective amount of a compound of Formula I in combination with a suitable carrier, diluent, or ex
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Page/Page column 130-131
(2010/11/25)
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- NOVEL SALT FORM OF A DOPAMINE AGONIST
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This invention relates to a novel salt form of dopamine agonist 5-[(2R,5S)-5-methyl-4-propylmorpholin-2-yl]pyridin-2-amine (I): More particularly, this invention relates to 5-[(2R,5S)-5-methyl-4-propylmorpholin-2-yl]pyridin-2-amine di-(1 S)-camphorsulfonate (di-S-camsylate) and to processes for the preparation of, intermediates used in the preparation of, compositions containing, and the uses of this salt.
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Page/Page column 6; 36-37
(2008/06/13)
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- Novel salt form of a dopamine agonist
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This invention relates to a novel salt form of dopamine agonist 5-[(2R,5S)-5-methyl-4-propylmorpholin-2-yl]pyridin-2-amine (I): More particularly, this invention relates to 5-[(2R,5S)-5-methyl-4-propylmorpholin-2-yl]pyridin-2-amine di-(1S)-camphorsulfonate (di-S-camsylate) and to processes for the preparation of, intermediates used in the preparation of, compositions containing, and the uses of this salt.
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Page/Page column 15
(2008/06/13)
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- ARYL SULFONAMIDE PERI-SUBSTITUTED BICYCLICS FOR OCCLUSIVE ARTERY DISEASE
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Aryl sulfonamide, peri-substituted, fused bicyclic ring compounds useful for the treatment or prophylaxis of a prostaglandin-mediated disease or condition are disclosed. The compounds are of the general formula (I). A representative example is formula (II
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Page/Page column 89
(2008/06/13)
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- AMINOPYRIDINE DERIVATIVES AS SELECTIVE DOPAMINE D3 AGONISTS
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The present invention provides for compounds of formula (I) which are a class of dopamine agonists, more particularly a class of agonists that are selective for D3 over D2. These compounds are useful for the treatment and/or prevention of sexual dysfunction, for example female sexual dysfunction (FSD), in particular female sexual arousal disorder (FSAD), hypoactive sexual desire disorder (HSDD; lack of interest in sex), female orgasmic disorder (FOD; inability to achieve orgasm); and male sexual dysfunction, in particular male erectile dysfunction (MED). Male sexual dysfunction as referred to herein is meant to include ejaculatory disorders such as premature ejaculation, anorgasmia (inability to achieve orgasm) or desire disorders such as hypoactive sexual desire disorder (HSDD; lack of interest in sex). These compounds are also useful in treating neuropsychiatric disorders and neurodegenerative disorders.
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Page/Page column 68
(2008/06/13)
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- MORPHOLINE DERIVATIVES FOR USE AS DOPAMINE AGONISTS IN THE TREATMENT OF I.A. SEXUAL DYSFUNCTION
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The present invention provides for compounds of formula (I), (la) and (lb) Wherein: A is selected from C-X and N, B is selected from C-Y and N, R1 is selected from H and (C1-C6)alkyl R2 is selected from H and (C
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- 2-AMINO-PYRIDINE DERIVATIVES AS BETA-2 ADRENORECEPTOR AGONISTS
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The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in
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- 2-(6-AMINO-PYRIDIN-3-YL)-2-HYDROXYETHYLAMINE DERIVATIVES AS BETA 2-ADRENOCEPTORS AGONISTS
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The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in
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- Compound and process for producing β-adrenergic receptor agonist
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A process is provided for preparing a compound of the formula: comprising deprotecting a compound of the formula
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- SULFONAMIDE SUBSTITUTED CHROMAN DERIVATIVES USEFUL AS BETA 3 ADRENORECEPTOR AGONISTS
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This invention related to novel sulfonamide substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.
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