http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1475428-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_05a203d85ee01909eaf728dc16f0f6cb |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D213-82 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-445 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D401-12 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D401-12 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-82 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-445 |
| filingDate | 1975-07-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1977-06-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1475428-A |
| titleOfInvention | Preparation of piperidine sulphonamides and intermediates therefor |
| abstract | 1475428 Piperidine sulphonamides and intermediates therefor PFIZER Inc 22 July 1975 [10 Sept 1974] 30698/75 Heading C2C The invention comprises novel compounds of Formulµ III and IV in which R is a 3-(2-methoxy)pyridyl, 3-(2- ethoxy)pyridyl or 2-(4-chloro)pyridyl group. The compounds of Formula IV may be prepared by contacting 4-(2-aminoethyl)pyridine with an equimolar amount of 2-methoxynicotinyl chloride, 2-ethoxynicotinyl chloride or 4-chloropicolinyl chloride in a reaction-inert solvent in the presence of a base, in water at a temperature of 0 to 40 C. The compounds of Formula III may be prepared from the compounds of Formula IV either by reducing the latter at a concentration of from 10 to 30% by weight in a reaction-inert solvent with hydrogen at a pressure of 25 to 75 p.s.i.g. and at a temperature of 15 to 40 C. in the presence of a noble metal catalyst and a substantially equimolar portion of an acid, or by reacting the compound of Formula IV at a concentration of 2 to 5% by weight in a reaction inert solvent, with a substantially equimolar portion of benzyl bromide, benzyl iodide, an α-bromo- or α- iodoxylene, an α-bromo- or α-iodomethylnaphthalene or a mono- or di-substituted derivative thereof wherein the substituent is an alkyl, alkoxy, phenyl or phenoxy group, at reflux temperature to form the corresponding N - substituted- 4 - (2 - pyridylamidoethyl)- pyridinium salt, reacting the said salt at a concentration of 2 to 5% by weight in a reactioninert solvent, with a four-fold molar excess of sodium borohydride, or sodium bis-(2-methoxyethoxy) aluminium hydride or an equivalent amount of lithium aluminium hydride, at a temperature of 0 to 5 C. to form the corresponding N - substituted - 4 - (2 - pyridylamidoethyl - 1,2,5,6 - tetrahydropyridine, and reacting the latter at a concentration of 2 to 10% in a reaction-inert solvent with hydrogen at a pressure up to 400 p.s.i.g. and a temperature from 40 to 75 C. in the prescenoe of a noble metal catalyst and an equimolar portion of an acid. The compounds of Formula (III) are used to prepare piperidine sulphonamides of Formula (I) by reaction with a substantially equimolar amount of sulphamide in a reaction-inert solvent, at reflux temperature. The piperidine sulphonamides of Formula (I) may be used to prepare hypoglycemic agents of Formula (II) in which R<SP>1</SP> is a bicyclo[2.2.1]hept-5-en-2-ylendo - methyl, bicyclo[2.2.1]hept - 2 - yl - endomethyl, 7 - oxabicyclo[2.2.1]hept- 2 - methyl or 1-adamantyl group or a cycloalkyl group having from 5 to 8 carbon atoms by reaction with an equimolar amount of a diphenylcarbamoyl chloride derivative of the appropriate bicyclic amine, or with the appropriate alicyclic isocyanate. |
| priorityDate | 1974-09-10-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 56.