CN104098499A - 5-苄氧基-2-(4-苄氧基苯基)-3-甲基-1h-吲哚的制备方法 - Google Patents

5-苄氧基-2-(4-苄氧基苯基)-3-甲基-1h-吲哚的制备方法 Download PDF

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Publication number: CN104098499A
Authority: CN; China
Prior art keywords: acid; preparation; reaction; benzyloxy; compound
Prior art date: 2013-04-08
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

CN201310120074.4A

Other languages

English (en)

Chinese (zh)

Other versions

CN104098499B (zh

Inventor

陈姗

袁哲东

刘相奎

孔锐

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.)

Shanghai Institute of Pharmaceutical Industry

Chia Tai Tianqing Pharmaceutical Group Co Ltd

China State Institute of Pharmaceutical Industry

Original Assignee

Shanghai Institute of Pharmaceutical Industry

China State Institute of Pharmaceutical Industry

Priority date (The priority date 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 date listed.)

2013-04-08

Filing date

2013-04-08

Publication date

2014-10-15

2013-04-08 Application filed by Shanghai Institute of Pharmaceutical Industry, China State Institute of Pharmaceutical Industry filed Critical Shanghai Institute of Pharmaceutical Industry

2013-04-08 Priority to CN201310120074.4A priority Critical patent/CN104098499B/zh

2014-10-15 Publication of CN104098499A publication Critical patent/CN104098499A/zh

2016-05-04 Application granted granted Critical

2016-05-04 Publication of CN104098499B publication Critical patent/CN104098499B/zh

Status Active legal-status Critical Current

2033-04-08 Anticipated expiration legal-status Critical

Links

OZDKXULABXVGAO-UHFFFAOYSA-N CC(CC(Cc(cc1)ccc1OCCN1CCCCCC1)C1)c(ccc(OCc2ccccc2)c2)c2C(C)=C1c(cc1)ccc1OCc1ccccc1 Chemical compound CC(CC(Cc(cc1)ccc1OCCN1CCCCCC1)C1)c(ccc(OCc2ccccc2)c2)c2C(C)=C1c(cc1)ccc1OCc1ccccc1 OZDKXULABXVGAO-UHFFFAOYSA-N 0.000 description 1
KRIJKJMYOVWRSJ-UHFFFAOYSA-N Cc(c1c2)c(-c(cc3)ccc3OCc3ccccc3)[nH]c1ccc2OCc1ccccc1 Chemical compound Cc(c1c2)c(-c(cc3)ccc3OCc3ccccc3)[nH]c1ccc2OCc1ccccc1 KRIJKJMYOVWRSJ-UHFFFAOYSA-N 0.000 description 1
UCJGJABZCDBEDK-UHFFFAOYSA-N Cc1c(-c(cc2)ccc2O)[n](Cc(cc2)ccc2OCCN2CCCCCC2)c(cc2)c1cc2O Chemical compound Cc1c(-c(cc2)ccc2O)[n](Cc(cc2)ccc2OCCN2CCCCCC2)c(cc2)c1cc2O UCJGJABZCDBEDK-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/12—Radicals substituted by oxygen atoms

CN201310120074.4A 2013-04-08 2013-04-08 5-苄氧基-2-(4-苄氧基苯基)-3-甲基-1h-吲哚的制备方法 Active CN104098499B (zh)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CN201310120074.4A CN104098499B (zh)	2013-04-08	2013-04-08	5-苄氧基-2-(4-苄氧基苯基)-3-甲基-1h-吲哚的制备方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CN201310120074.4A CN104098499B (zh)	2013-04-08	2013-04-08	5-苄氧基-2-(4-苄氧基苯基)-3-甲基-1h-吲哚的制备方法

Publications (2)

Publication Number	Publication Date
CN104098499A true CN104098499A (zh)	2014-10-15
CN104098499B CN104098499B (zh)	2016-05-04

Family

ID=51667085

Family Applications (1)

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CN201310120074.4A Active CN104098499B (zh)	2013-04-08	2013-04-08	5-苄氧基-2-(4-苄氧基苯基)-3-甲基-1h-吲哚的制备方法

Country Status (1)

Country	Link
CN (1)	CN104098499B (it)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN110627704A (zh) *	2018-06-21	2019-12-31	艾瑞吉瑞股份公司	巴多昔芬的制备方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5880137A (en) *	1996-04-19	1999-03-09	American Home Products Corporation	2-phenyl-1- 4-(amino-1-yl-alk-1-ynyl)-benzyl!-1H-indol-5-ols as estrogenic agents
WO2001019794A2 (en) *	1999-09-17	2001-03-22	Baylor University	Indole-containing and combretastatin-related anti-mitotic and anti-tubulin polymerization agents
CN1309637A (zh) *	1998-05-15	2001-08-22	美国家用产品公司	包含2－苯基－吲哚化合物和雌激素制剂的组合物
WO2004099139A1 (en) *	2000-09-15	2004-11-18	Baylor University	Indole-containing compounds with anti-tubulin and vascular targeting activity
WO2008098527A1 (en) *	2007-02-12	2008-08-21	Zentiva A.S.	Method for the preparation of 5-benzyloxy-2-(4-benzyloxphenyl)-3-methyl-1h-indole

2013
- 2013-04-08 CN CN201310120074.4A patent/CN104098499B/zh active Active

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5880137A (en) *	1996-04-19	1999-03-09	American Home Products Corporation	2-phenyl-1- 4-(amino-1-yl-alk-1-ynyl)-benzyl!-1H-indol-5-ols as estrogenic agents
CN1309637A (zh) *	1998-05-15	2001-08-22	美国家用产品公司	包含2－苯基－吲哚化合物和雌激素制剂的组合物
WO2001019794A2 (en) *	1999-09-17	2001-03-22	Baylor University	Indole-containing and combretastatin-related anti-mitotic and anti-tubulin polymerization agents
WO2004099139A1 (en) *	2000-09-15	2004-11-18	Baylor University	Indole-containing compounds with anti-tubulin and vascular targeting activity
WO2008098527A1 (en) *	2007-02-12	2008-08-21	Zentiva A.S.	Method for the preparation of 5-benzyloxy-2-(4-benzyloxphenyl)-3-methyl-1h-indole

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CHRIS P.MILLER等: "Design, Synthesis, and Preclinical Characterization of Novel, Highly Selective Indole Estrogens", 《J.MED.CHEM.》 *
GEORGE BRATULESCU: "A new and eﬃcient one-pot synthesis of indoles", 《TETRAHEDRON LETTERS》 *
GEORGE BRATULESCU: "A new and eﬃcient one-pot synthesis of indoles", 《TETRAHEDRON LETTERS》, vol. 49, 8 December 2007 (2007-12-08), XP022417899, DOI: doi:10.1016/j.tetlet.2007.12.015 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN110627704A (zh) *	2018-06-21	2019-12-31	艾瑞吉瑞股份公司	巴多昔芬的制备方法
US10844047B2 (en)	2018-06-21	2020-11-24	Erregierre S.P.A.	Process for the preparation of bazedoxifene
CN110627704B (zh) *	2018-06-21	2024-02-23	艾瑞吉瑞股份公司	巴多昔芬的制备方法

Also Published As

Publication number	Publication date
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Legal Events

Date	Code	Title	Description
2014-10-15	C06	Publication
2014-10-15	PB01	Publication
2014-12-17	C10	Entry into substantive examination
2014-12-17	SE01	Entry into force of request for substantive examination
2016-05-04	C14	Grant of patent or utility model
2016-05-04	C41	Transfer of patent application or patent right or utility model
2016-05-04	CB03	Change of inventor or designer information	Inventor after: Chen Pan Inventor after: Yuan Zhedong Inventor after: Liu Xiangkui Inventor after: Kong Rui Inventor after: Gu Hongmei Inventor after: Wang Xiangjian Inventor before: Chen Pan Inventor before: Yuan Zhedong Inventor before: Liu Xiangkui Inventor before: Kong Rui
2016-05-04	COR	Change of bibliographic data
2016-05-04	GR01	Patent grant
2016-05-04	TA01	Transfer of patent application right	Effective date of registration: 20160413 Address after: 200040 Beijing West Road, Shanghai, No. 1320, No. Applicant after: Shanghai Institute of pharmaceutical industry Applicant after: China State Institute of Pharmaceutical Industry Applicant after: Chia Tai Tianqing Pharmaceutical Group Co., Ltd. Address before: 200040 Beijing West Road, Shanghai, No. 1320, No. Applicant before: Shanghai Institute of pharmaceutical industry Applicant before: China State Institute of Pharmaceutical Industry