http://rdf.ncbi.nlm.nih.gov/pubchem/patent/AR-110357-A1
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_966a6c1f382ec9bcb5e3839dfd73e5b8 |
| classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/B01J2531-824 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07B2200-09 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/B01J2231-40 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/B01J31-2414 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D487-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/B01J31-2409 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D401-04 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D401-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D213-61 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D405-14 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D487-04 |
| filingDate | 2017-12-13-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 2019-03-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | AR-110357-A1 |
| titleOfInvention | PROCESS TO PREPARE BTK INHIBITORS |
| abstract | Claim 1: A method for preparing compound of formula [1], its stereoisomers, its geometric isomers, its tautomers and its salts, the method comprises: (i) (1) forming a first reaction mixture comprising compound of formula [2] ], compound of formula [3], a palladium catalyst, a solvent system comprising water and a base, wherein the ratio of solvent volume to weight of compound of formula [2] in the reaction mixture is less than 20 : 1 liters per kg, the ratio of equivalents of compound of formula [3] to compound of formula [2] is more than 1: 1, and the ratio of equivalents of palladium catalyst to compound of formula [2] is approximately 0.005: 1 to about 0.05: 1, (2) reacting the first reaction mixture to form a first reaction product mixture comprising compound of formula [4] according to scheme [i], and (3 ) isolate compound of formula [4] from the first pro mix reaction ducts; and (ii) (1) forming a second reaction mixture comprising compound of formula [4], a reducing agent, a base and a solvent, (2) reacting the second reaction mixture to reduce the aldehyde moiety of the compound of formula [4] and form a second reaction product mixture comprising compound of formula [1], and (3) isolate compound of formula [1] from the second reaction product mixture, wherein the yield of compound of formula [4] is based on at least 50% in compound of formula [2] and the yield of compound of formula [1] is based on at least 50% in compound of formula [4]. Claim 50: A method for preparing compound of formula [1], its stereoisomers, its geometric isomers, its tautomers and its salts, the method comprises: (i) (1) forming a first reaction mixture comprising compound of formula [2 ], a reducing agent, a base and a solvent, to reduce the aldehyde moiety of compound of formula [2] to form compound of formula [5], and (2) isolate compound of formula [5] from the first product mixture , (ii) (1) forming a second reaction mixture comprising compound of formula [5], compound of formula [6], a palladium catalyst, a solvent system comprising water, and a base, to form compound of formula [1], and (2) isolate compound of formula [1] from the second product mix, according to scheme [ii]. |
| priorityDate | 2016-12-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 24.