http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CH-513855-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_bba842fc4d37dfcaced1b55bc0c91c7c |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-30 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-18 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-30 |
filingDate | 1969-08-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_19dcf017f171d5d75742921257286fde |
publicationDate | 1971-10-15-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | CH-513855-A |
titleOfInvention | Process for the production of new indole derivatives |
abstract | 4-(2-Hydroxy-3-amino-propoxy)-indole-2-carboxylic acids and esters and 2-hydroxymethylindoles as betadrenergic agents and intermediates M3A. Are new compounds of formulae (Ia) and Ib) and their salts. (where R1=opt. branched 1-5C alkyl, cyclo alkyl, 8-10C-phenylalkyl or 1-adamantyl; R2=H or 1-5C alkyl). They are prepared by (a) reacting an appropriate 3-halo-2-hydroxypropoxy indole or an epoxypropoxy indole with R1NH2, (b) hydrogenolysis of the N-benzyl derivs. of (Ia) or (Ib), (c) reduction of the Schiffs base derived from (Ia or Ib where R1=H) with a ketone R3COR4 (where R3 and R4=lower alkyl) with simultaneous reduction of COOR to -CH2OH (d) reduction of (Ia) to (Ib) and (e) hydrolysis of (Ia, R2=alkyl) to the free acid or esterification of (Ia E2-H). Compounds (II), useful as intermediates where R'2 = 1-5 alkyl are prepared by reacting 2-benzyloxy-6-nitro-toluene with an oxalic acid ester and reductively cyclising the product. Prefd. compounds are (Ia) and (Ib) R1=iso-P2 and R2=H, Me or Et, R1=tert-Bu and R2=H or Et, R1=tert pentyl and R2=Et, R1=cyclopropyl, and R2=Et; (Ib) R1=sec-Bu, 3-pentyl, adamantyl and Me; and (II) R'2=Me and Et. |
priorityDate | 1969-08-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 63.