ES2065269A1 - 6-[4-(phenylbutoxy)] hexylaminomethyl-4-hydroxy- [alpha]1,[alpha]3-benzenodimethanol. Procedure for obtaining it and new intermediates used in the preparation thereof - Google Patents

6-[4-(phenylbutoxy)] hexylaminomethyl-4-hydroxy- [alpha]1,[alpha]3-benzenodimethanol. Procedure for obtaining it and new intermediates used in the preparation thereof

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Publication number
ES2065269A1
ES2065269A1 ES09300996A ES9300996A ES2065269A1 ES 2065269 A1 ES2065269 A1 ES 2065269A1 ES 09300996 A ES09300996 A ES 09300996A ES 9300996 A ES9300996 A ES 9300996A ES 2065269 A1 ES2065269 A1 ES 2065269A1
Authority
ES
Spain
Prior art keywords
alpha
phenylbutoxy
procedure
benzenodimethanol
hexylaminomethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
ES09300996A
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Spanish (es)
Other versions
ES2065269B1 (en
Inventor
Aranda Jesus Ariza
Masia Javier Serra
Vidal Carlos Monserrat
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Laboratorios Salvat SA
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Laboratorios Salvat SA
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Publication date
Application filed by Laboratorios Salvat SA filed Critical Laboratorios Salvat SA
Priority to ES9300996A priority Critical patent/ES2065269B1/en
Publication of ES2065269A1 publication Critical patent/ES2065269A1/en
Application granted granted Critical
Publication of ES2065269B1 publication Critical patent/ES2065269B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

6-[4-(phenylbutoxy)] hexylaminomethyl-4-hydroxy- [alpha]1,[alpha]3-benzenodimethanol. Procedure for obtaining it and new intermediates used in the preparation thereof. The object of the invention is a new procedure for obtaining 6-[4-(phenylbutoxy)] hexylaminomethyl-4-hydroxy- [alpha]1,[alpha]3-benzenodimethanol of formula (I). Such procedure consists in the hydrogenation of the new intermediate 5-[(6-(4- (phenylbutoxy)hexyl)benzylaminoacetyl] salicylaldehyde of formula (XIV), which in turn is obtained from the condensation between 5-bromoacetylsalicylaldehyde and 6- [4-(phenylbutoxy)] hexylbenzylamine. The transformation (XIV) in (I) is carried out in a single step and without the detection of lateral reactions, thus substantially shortening the synthetic procedures published to date in the literature.
ES9300996A 1993-05-11 1993-05-11 6- (4- (FENILBUTOXI) HEXILAMINOMETIL-4-HIDROXI-A1, A3-BENCENODIMETANOL. PROCEDURE FOR THE OBTAINING OF THE SAME AND NEW INTERMEDIATES USED IN ITS PREPARATION. Expired - Fee Related ES2065269B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES9300996A ES2065269B1 (en) 1993-05-11 1993-05-11 6- (4- (FENILBUTOXI) HEXILAMINOMETIL-4-HIDROXI-A1, A3-BENCENODIMETANOL. PROCEDURE FOR THE OBTAINING OF THE SAME AND NEW INTERMEDIATES USED IN ITS PREPARATION.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES9300996A ES2065269B1 (en) 1993-05-11 1993-05-11 6- (4- (FENILBUTOXI) HEXILAMINOMETIL-4-HIDROXI-A1, A3-BENCENODIMETANOL. PROCEDURE FOR THE OBTAINING OF THE SAME AND NEW INTERMEDIATES USED IN ITS PREPARATION.

Publications (2)

Publication Number Publication Date
ES2065269A1 true ES2065269A1 (en) 1995-02-01
ES2065269B1 ES2065269B1 (en) 1995-10-01

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Family Applications (1)

Application Number Title Priority Date Filing Date
ES9300996A Expired - Fee Related ES2065269B1 (en) 1993-05-11 1993-05-11 6- (4- (FENILBUTOXI) HEXILAMINOMETIL-4-HIDROXI-A1, A3-BENCENODIMETANOL. PROCEDURE FOR THE OBTAINING OF THE SAME AND NEW INTERMEDIATES USED IN ITS PREPARATION.

Country Status (1)

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ES (1) ES2065269B1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2142771A1 (en) * 1998-09-28 2000-04-16 Vita Invest Sa New derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
ES2288114A1 (en) * 2006-04-26 2007-12-16 Quimica Sintetica S.A. Synthesizing method for salmeterol xinafoate, involves preparing specific compound and pharmaceutically acceptable salts, and compound obtained is used as intermediate
WO2012032546A2 (en) 2010-09-08 2012-03-15 Cadila Healthcare Limited Process for the preparation of salmeterol and its intermediates

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES8505641A1 (en) * 1983-04-18 1985-06-01 Glaxo Group Ltd Phenethanolamine derivatives
EP0422889A2 (en) * 1989-10-10 1991-04-17 Glaxo Group Limited Phenethanolamine compounds

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES8505641A1 (en) * 1983-04-18 1985-06-01 Glaxo Group Ltd Phenethanolamine derivatives
ES8609209A1 (en) * 1983-04-18 1986-07-16 Glaxo Group Ltd Phenethanolamine derivatives
EP0422889A2 (en) * 1989-10-10 1991-04-17 Glaxo Group Limited Phenethanolamine compounds

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2142771A1 (en) * 1998-09-28 2000-04-16 Vita Invest Sa New derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
WO2000018722A3 (en) * 1998-09-28 2000-07-06 Vita Invest Sa New derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
EA003397B1 (en) * 1998-09-28 2003-04-24 Вита-Инвест, С.А. New derivatives of 6-(4-phenylbutoxy)hexylamine and process for producing salmeterol
CZ296901B6 (en) * 1998-09-28 2006-07-12 Vita Cientifica Process for preparing Salmeterol and 6-(4-phenylbutoxy)hexylamine derivatives
CZ296902B6 (en) * 1998-09-28 2006-07-12 Vita Cientifica Process for preparing 6-(4-phenylbutoxy)hexylamine derivative
ES2288114A1 (en) * 2006-04-26 2007-12-16 Quimica Sintetica S.A. Synthesizing method for salmeterol xinafoate, involves preparing specific compound and pharmaceutically acceptable salts, and compound obtained is used as intermediate
WO2012032546A2 (en) 2010-09-08 2012-03-15 Cadila Healthcare Limited Process for the preparation of salmeterol and its intermediates

Also Published As

Publication number Publication date
ES2065269B1 (en) 1995-10-01

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Effective date: 20020401