http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2018087561-A1
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Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_990f841fc6d500d787e149df505e342d http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_51f8c4298ee7818439743df297034684 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07B2200-13 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K31-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D471-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K9-0075 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P11-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P11-08 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K9-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D453-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D211-62 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D453-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D211-62 |
filingDate | 2017-11-10^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_077a3cb7e8ba2dbd8b9a5c43e6111efc http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_dae95112d60d5d549e18faa65383494b http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_99ef395ce80725e3e517662ed0b7985e http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_ec4026a4c89d7c0363ac47588804e79e http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_841f237770aaa0df20f07db1954065ea |
publicationDate | 2018-05-17^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | WO-2018087561-A1 |
titleOfInvention | Process for the preparation of umeclidinium bromide |
abstract | The present invention discloses processes comprising a) reacting ethyl isonipecotate with 1 -bromo-2- chloroethane in the presence of an organic base in a solvent to form ethyl 1 -(2-chloroethyl)piperidine- 4-carboxylate (II) or a salt thereof. Process step a) may be included in a process for preparing umeclidinium bromide that comprises further process steps: b) reacting ethyl 1 -(2- chloroethyl)piperidine-4-carboxylate (II) or a salt thereof with lithium diisopropylamide in a solvent to form ethyl 1 -azabicyclo[2.2.2]octane-4-carboxylate (III); c) reacting ethyl 1 -azabicyclo[2.2.2]octane-4- carboxylate (III) with phenyl lithium in a solvent to form 1 -azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (IV); and d) reacting 1 -azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (IV) with ((2-bromoethoxy)methyl) benzene in a solvent to form 4-[hydroxyl(diphenyl)methyl]-1 -[2-(phenylmethyl)oxy]ethyl]-1 - azoniabicyclo[2.2.2]octane bromide (I), umeclidinium bromide. A process comprising d) reacting 1 - azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol with ((2-bromoethoxy)methyl) benzene in a solvent to form 4-[hydroxyl(diphenyl)methyl]-1 -[2-(phenylmethyl)oxy]ethyl]-1 -azoniabicyclo[2.2.2]octane bromide (I), umeclidinium bromide, wherein the solvent is selected from cyclic ethers such as tetrahydrofuran, aromatic solvents, such as toluene, ketones such as acetone and protic solvents such as water or combinations thereof, optionally wherein the solvent is water is also disclosed. Umeclidinium bromide obtainable from the disclosed processes, ethyl 1 -(2-chloroethyl)piperidine-4-carboxylate (II) and pharmaceutical compositions are also disclosed. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-10759801-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-11427584-B2 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2020254791-A1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/WO-2023030667-A1 |
priorityDate | 2016-11-14^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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