DK180986A - PROCEDURE FOR THE PREPARATION OF PIRBUTEROL AND ANALOGICAL COMPOUNDS - Google Patents

PROCEDURE FOR THE PREPARATION OF PIRBUTEROL AND ANALOGICAL COMPOUNDS Download PDF

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Publication number
DK180986A
DK180986A DK180986A DK180986A DK180986A DK 180986 A DK180986 A DK 180986A DK 180986 A DK180986 A DK 180986A DK 180986 A DK180986 A DK 180986A DK 180986 A DK180986 A DK 180986A
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Denmark
Prior art keywords
pirbuterol
procedure
preparation
analogical
compounds
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DK180986A
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Danish (da)
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DK180986D0 (en
Inventor
Jr Berkeley Wendell Cue
Stephen Sargent Massett
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Pfizer
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Priority claimed from DK052182A external-priority patent/DK157541C/en
Application filed by Pfizer filed Critical Pfizer
Publication of DK180986A publication Critical patent/DK180986A/en
Publication of DK180986D0 publication Critical patent/DK180986D0/en

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Description

hvori R* er C^H^Cl·^, og er H eller CH^, eller R* og R^ tilsammen erwherein R * is C ^ H ^ Cl · ^, and is H or CH ^, or R * and R ^ together are

Figure DK180986AD00021

omsættes med N-tert-butyl-benzylamin til dannelse af en amin med formlenis reacted with N-tert-butyl-benzylamine to give an amine of the formula

Figure DK180986AD00022

(X) og denne underkastes hydrogenolyse, eventuelt efter forud-gående solvolyse, hvis R og R tilsammen er(X) and this is subjected to hydrogenolysis, optionally after prior solvolysis if R and R together are

Figure DK180986AD00023

En dannet forbindeIse (1), hvori R er H, kan omdannes til pirbuterol (R = Ct^OH) ved omsætning med h^OH i nærvær af svag base. En dannet forbindelse (I), hvori R er CH^, kan omdannes til pirbuterol ved acetylering til forbindelsenA formed compound (1) wherein R is H may be converted to pirbuterol (R = Ct ^ OH) by reaction with h ^ OH in the presence of weak base. A compound (I) formed wherein R is CH 2 can be converted to pirbuterol by acetylation to the compound

Figure DK180986AD00024

. t C V11) oxidation af denne til N-oxidet med en persyre og opvarmning af N-oxidet i eddikesyreanhydrid til dannelse af forbindelsen. oxidation thereof to the N-oxide with a peracid and heating the N-oxide in acetic anhydride to form the compound

Figure DK180986AD00025

(VII I) og solvolyse af denne. I forhold til de tidligere foretrukne fremgangsmåder går denne via et mindre polært mellemprodukt (X), som lettere isoleres og renses ved standardteknik end det tilsvarende, som mangler benzylgruppen eller aminoalkohol-sidekæden.(VII I) and solar volysis of this. Compared to the previously preferred methods, it passes via a less polar intermediate (X) which is more readily isolated and purified by standard techniques than the corresponding one which lacks the benzyl group or the amino alcohol side chain.

DK180986A 1981-02-09 1986-04-21 PROCEDURE FOR THE PREPARATION OF PIRBUTEROL AND ANALOGICAL COMPOUNDS DK180986D0 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US23292381A 1981-02-09 1981-02-09
DK052182A DK157541C (en) 1981-02-09 1982-02-08 PROCEDURE FOR THE PREPARATION OF PIRBUTEROL AND ANALOGICAL COMPOUNDS

Publications (2)

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DK180986A true DK180986A (en) 1986-04-21
DK180986D0 DK180986D0 (en) 1986-04-21

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DK180986D0 (en) 1986-04-21

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