Predicate |
Object |
assignee |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_f56fa014ecf605c0f384ad2e695b8cd0 http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_233d87434a1859a2147a1b752b942f1f http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_2ef2a06d7c1e491f1eafa6dd9d1e3afe http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_8df908ac9ba1002be0737356ed2bb74a http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_faeb62e37066632bda28d82c796044ba http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_a2919a384e8471477b61879f48477938 |
classificationCPCAdditional |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2603-74 |
classificationCPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C51-412 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C51-09 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61P17-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C41-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C67-343 |
classificationIPCInventive |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C67-343 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C43-225 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61K31-192 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/A61P17-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C51-09 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C41-16 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C65-26 |
filingDate |
2007-04-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor |
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_a05d8d8bbe6526601c02b6e6614514e8 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_eaccdde54048f49e41c70bd44bb07a49 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_45dfd9864b0f4e0475be5721c2276ec6 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4b71f922a67b63b2c4077b9b37f4caf3 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_bf338da82c0f2c3fbe70b1fb95d392f4 |
publicationDate |
2007-11-08-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber |
WO-2007125542-A2 |
titleOfInvention |
A process for preparation of adapalene |
abstract |
The present invention discloses a process for preparation of highly pure Adapalene, chemically designated as 6-[3-(l-adamantyl)-4-methoxy phenyl]-2-naphthoic acid (I) comprising: a) reacting 1-adamantanol with 4-bromophenol (II) in presence of sulphonic acid with or without the use of organic solvent to give 2-(l-adamantyl)-4- bromophenol (III); b) alkylating compound of formula(III) with dimethylsulphate in presence of base in organic solvent to obtain 2-(l-adamantyl)-4-bromoanisole (IV); c) C-C coupling the compound of formula (IV) with methyl-6-bromo-2- naphthoate using magnesium, purified zinc chloride and NiCl2-DPPE in THF at a temperature of 40-60°C tO obtain methyl ester of 6-[3-(l- adamantyl)-4-methoxy phenyl] -2-naphthoic acid (V); d) purifying crude methyl ester of 6-[3-(l-adamantyl)-4-methoxy phenyl]-2- naphthoic acid (V) using a mixture of organic solvent to obtain pure compound (V); e) hydrolyzing the compound (V) with a solution of alkali in organic solvent to obtain metal salt of 6-[3-(l-adamantyl)-4-methoxy phenyl] -2-naphthoic acid (VI); f) acidifying metal salt of adapalene (VI) using organic or inorganic acid to obtain crude adapalene (I) and g) recrystallizing the crude adapalene (I) using a mixture of organic solvents to obtain pure adapalene (I). |
isCitedBy |
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/RU-2496762-C1 http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-111333496-B http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-101955417-B http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-101955417-A http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-112724011-A |
priorityDate |
2006-05-03-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type |
http://data.epo.org/linked-data/def/patent/Publication |