RU96118435A - CHLORPYRIMIDINE INTERMEDIATE COMPOUNDS - Google Patents
CHLORPYRIMIDINE INTERMEDIATE COMPOUNDSInfo
- Publication number
- RU96118435A RU96118435A RU96118435/04A RU96118435A RU96118435A RU 96118435 A RU96118435 A RU 96118435A RU 96118435/04 A RU96118435/04 A RU 96118435/04A RU 96118435 A RU96118435 A RU 96118435A RU 96118435 A RU96118435 A RU 96118435A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- compounds
- compound
- obtaining
- interaction
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims 23
- UNCQVRBWJWWJBF-UHFFFAOYSA-N 2-chloropyrimidine Chemical compound ClC1=NC=CC=N1 UNCQVRBWJWWJBF-UHFFFAOYSA-N 0.000 title 1
- 230000003993 interaction Effects 0.000 claims 5
- 150000001412 amines Chemical class 0.000 claims 3
- 238000006460 hydrolysis reaction Methods 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 238000009835 boiling Methods 0.000 claims 2
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 1
- HWSJQFCTYLBBOF-UHFFFAOYSA-N 2,5-diamino-4-hydroxy-1H-pyrimidin-6-one Chemical compound NC1=NC(O)=C(N)C(O)=N1 HWSJQFCTYLBBOF-UHFFFAOYSA-N 0.000 claims 1
- MSSXOMSJDRHRMC-UHFFFAOYSA-N 2,6-Diaminopurine Chemical class NC1=NC(N)=C2NC=NC2=N1 MSSXOMSJDRHRMC-UHFFFAOYSA-N 0.000 claims 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 1
- ZXWGHENZKVQKPX-UHFFFAOYSA-N 4,6-dichloropyrimidine-2,5-diamine Chemical compound NC1=NC(Cl)=C(N)C(Cl)=N1 ZXWGHENZKVQKPX-UHFFFAOYSA-N 0.000 claims 1
- MCGSCOLBFJQGHM-SCZZXKLOSA-N Abacavir Chemical compound C=12N=CN([C@H]3C=C[C@@H](CO)C3)C2=NC(N)=NC=1NC1CC1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 0.000 claims 1
- 102100000129 CHURC1 Human genes 0.000 claims 1
- 101710014631 CHURC1 Proteins 0.000 claims 1
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 238000004177 carbon cycle Methods 0.000 claims 1
- HTJDQJBWANPRPF-UHFFFAOYSA-N cyclopropylamine Chemical compound NC1CC1 HTJDQJBWANPRPF-UHFFFAOYSA-N 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
Claims (1)
где R1 и R2, которые могут быть одинаковыми или различными, выбраны из C1-8-алкила, C3-8-циклоалкила и арильной группы, которая может быть замещена.1. The compound of formula I
where R 1 and R 2 , which may be the same or different, are selected from C 1-8 alkyl, C 3-8 cycloalkyl and aryl group, which may be substituted.
где R1 и R2 определены, как в п.1 или 2.3. The compound of formula II
where R 1 and R 2 defined as in claim 1 or 2.
5. Соединение формулы IV
где R3 может быть атомом водорода или другой группой, которая не присоединена посредством гликозидной связи.4. The compound of formula III
5. The compound of formula IV
where R 3 may be a hydrogen atom or another group that is not attached via a glycosidic bond.
б.7. The compound according to claim 5, wherein R 3 is a group selected from
b.
г. (AcOCH2)2CHCH2CH2 -;
8. Соединение по п.7, отличающееся тем, что R3 представляет собой
9. Способ получения соединения формулы VII
где R3 определен, как в пп.5, 6, 7 или 8,
заключающийся в циклизации соединения формулы VI, определенного в п.5, в присутствии кислоты.
d. (AcOCH 2 ) 2 CHCH 2 CH 2 -;
8. The compound according to claim 7, wherein R 3 is
9. The method of obtaining the compounds of formula VII
where R 3 defined as in paragraphs.5, 6, 7 or 8,
consisting in the cyclization of the compounds of formula VI, defined in paragraph 5, in the presence of acid.
где R1 и R2 определены, как в п.1 или 2.10. The method of obtaining the compounds of formula I, as defined in claim 1, consisting in the interaction of 2,5-diamino-4,6-di-hydroxypyrimidine with the compound of the formula V
where R 1 and R 2 defined as in claim 1 or 2.
где R1 и R2 определены, как в п.1 или 2,
заключающийся в гидролизе соединения формулы I.11. The method of obtaining the compounds of formula II
where R 1 and R 2 defined as in claim 1 or 2,
consisting in the hydrolysis of compounds of formula I.
посредством гидролиза соединения формулы I или II.12. The method of obtaining the compounds of formula III
by hydrolysis of a compound of formula I or II.
где R3 определен, как в пп.5, 6, 7 или 8,
заключающийся во взаимодействии соединения формулы III, определенного в п.4, с амином формулы R3NH2.13. The method of obtaining the compounds of formula VI
where R 3 defined as in paragraphs.5, 6, 7 or 8,
consisting in the interaction of the compounds of formula III, defined in paragraph 4, with an amine of the formula R 3 NH 2 .
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9402161A GB9402161D0 (en) | 1994-02-04 | 1994-02-04 | Chloropyrimidine intermediates |
GB9402161.5 | 1994-02-04 | ||
PCT/GB1995/000225 WO1995021161A1 (en) | 1994-02-04 | 1995-02-03 | Chloropyrimide intermediates |
Publications (2)
Publication Number | Publication Date |
---|---|
RU96118435A true RU96118435A (en) | 1999-02-20 |
RU2140913C1 RU2140913C1 (en) | 1999-11-10 |
Family
ID=10749873
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU96118435A RU2140913C1 (en) | 1994-02-04 | 1995-02-03 | Chloropyrimidine intermediate compounds |
Country Status (28)
Country | Link |
---|---|
US (8) | US6448403B1 (en) |
EP (1) | EP0741710B1 (en) |
JP (1) | JP3670012B2 (en) |
KR (1) | KR100355983B1 (en) |
CN (2) | CN1161343C (en) |
AT (1) | ATE192742T1 (en) |
AU (1) | AU690203B2 (en) |
BR (1) | BR9506667A (en) |
DE (1) | DE69516847T2 (en) |
DK (1) | DK0741710T3 (en) |
ES (1) | ES2148486T3 (en) |
FI (1) | FI112477B (en) |
GB (1) | GB9402161D0 (en) |
GR (1) | GR3033850T3 (en) |
HK (1) | HK1004087A1 (en) |
HU (1) | HU223096B1 (en) |
IL (1) | IL112539A (en) |
MX (1) | MX9603091A (en) |
MY (1) | MY113775A (en) |
NO (1) | NO310819B1 (en) |
NZ (1) | NZ278948A (en) |
PL (1) | PL183885B1 (en) |
PT (1) | PT741710E (en) |
RU (1) | RU2140913C1 (en) |
SG (1) | SG47918A1 (en) |
TW (1) | TW390877B (en) |
WO (1) | WO1995021161A1 (en) |
ZA (1) | ZA95884B (en) |
Families Citing this family (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9402161D0 (en) * | 1994-02-04 | 1994-03-30 | Wellcome Found | Chloropyrimidine intermediates |
CA2145928C (en) * | 1994-04-27 | 2007-10-09 | Gerhard Stucky | N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide, and a process for its preparation |
SK285228B6 (en) * | 1997-05-13 | 2006-09-07 | Lonza Ag | Process for the preparation of a racemic or optically active 4-(hydroxymethyl)-2-cyclopentene derivative and racemic N-butyryl-1-amino-4-(hydroxymethyl)-2-cyclopentene |
GB9721780D0 (en) | 1997-10-14 | 1997-12-10 | Glaxo Group Ltd | Process for the synthesis of chloropurine intermediates |
WO1999021861A1 (en) * | 1997-10-24 | 1999-05-06 | Glaxo Group Limited | Process for preparing a chiral nucleoside analogue |
JP2001522850A (en) * | 1997-11-12 | 2001-11-20 | グラクソ グループ リミテッド | Methods for producing chiral nucleoside analogs |
SK284596B6 (en) | 1997-11-27 | 2005-07-01 | Lonza Ag | Process for the preparation of (1S,4R)- or (1R,4S)-4-(2-amino-6- chloro-9-H-purine-9-yl)-2-cyclopentenyl-1-methanol or its salts |
PT1013647E (en) * | 1998-12-21 | 2003-04-30 | Lonza Ag | PREPARATION PROCESS OF N- (AMINO-4,6-DIHALOGENOPYRIMIDINE) -FORMAMIDES |
AU2002252179A1 (en) * | 2001-03-01 | 2002-09-19 | Conforma Therapeutics Corp. | Methods for treating genetically-defined proliferative disorders with hsp90 inhibitors |
CA2464031A1 (en) * | 2001-10-30 | 2003-05-08 | Conforma Therapeutics Corporation | Purine analogs having hsp90-inhibiting activity |
US20070129334A1 (en) * | 2001-10-30 | 2007-06-07 | Conforma Therapeutics Corporation | Orally Active Purine-Based Inhibitors of Heat Shock Protein 90 |
US6780635B2 (en) | 2001-12-27 | 2004-08-24 | Council Of Scientific And Industrial Research | Process for the preparation of optically active azabicyclo heptanone derivatives |
KR100573859B1 (en) * | 2002-07-15 | 2006-04-25 | 경동제약 주식회사 | A process for preparing 9-[4-acetoxy-3-acetoxymethylbut-1-yl]-2-aminopurine |
US7560231B2 (en) * | 2002-12-20 | 2009-07-14 | Roche Molecular Systems, Inc. | Mannitol and glucitol derivatives |
TW200510415A (en) * | 2003-04-30 | 2005-03-16 | Teva Pharma | Process for the preparation of famciclovir |
WO2004103979A1 (en) * | 2003-05-26 | 2004-12-02 | Sumitomo Chemical Company, Limited | Method for producing n-(2-amino-4,6-dichloropyrimidine-5-yl)formamide |
KR100573860B1 (en) * | 2003-06-13 | 2006-04-25 | 경동제약 주식회사 | Preparing methods for 9-[4-acetoxy-3-acetoxymethylbut-1-yl]-2-aminopurine using 2-amino-9-2-substituted ethylpurines |
US6930093B2 (en) * | 2003-07-10 | 2005-08-16 | Valeant Research & Development | Use of ribofuranose derivatives against inflammatory bowel diseases |
KR100573861B1 (en) * | 2003-07-18 | 2006-04-25 | 경동제약 주식회사 | Preparing Methods for 2-Amino-9-2-halogenoethylpurine and 2-Amino-6,8-dichloro-9-2-hydroxyethylpurine as an Intermediate thereof |
US20050143400A1 (en) * | 2003-09-04 | 2005-06-30 | Genny Shamai | Process for preparing famciclovir |
GB0320738D0 (en) | 2003-09-04 | 2003-10-08 | Glaxo Group Ltd | Novel process |
US7138401B2 (en) * | 2003-09-18 | 2006-11-21 | Conforma Therapeutics Corporation | 2-aminopurine analogs having HSP90-inhibiting activity |
DE102004002055A1 (en) * | 2004-01-15 | 2005-08-11 | Degussa Ag | Process for the preparation of 2-amino-4,6-dichloro-5-formamidopyrimidine |
MX2007002043A (en) * | 2004-08-16 | 2007-10-11 | Quark Biotech Inc | Therapeutic uses of inhibitors of rtp801. |
EA013522B1 (en) | 2005-03-30 | 2010-06-30 | Конформа Терапьютикс Корпорейшн | Alkynylpyrrolopyrimidines and related analogs as hsp90 inhibitors |
GB2426247A (en) | 2005-05-20 | 2006-11-22 | Arrow Int Ltd | Methods of preparing purine derivatives such as famciclovir |
EP1937258A2 (en) * | 2005-09-23 | 2008-07-02 | Conforma Therapeutics Corporation | Anti-tumor methods using multi drug resistance independent synthetic hsp90 inhibitors |
EP1857458A1 (en) * | 2006-05-05 | 2007-11-21 | SOLMAG S.p.A. | Process for the preparation of abacavir |
CN100465174C (en) * | 2006-06-13 | 2009-03-04 | 中国科学院上海有机化学研究所 | Process for preparing optics pure abacavir |
WO2008072074A1 (en) * | 2006-12-11 | 2008-06-19 | Aurobindo Pharma Limited | An improved process for the preparation of purine derivative |
EP1939196A1 (en) * | 2006-12-21 | 2008-07-02 | Esteve Quimica, S.A. | Process for the preparation of abacavir |
US20100137592A1 (en) * | 2007-06-21 | 2010-06-03 | Asif Parvez Sayyed | Process for preparing purine derivative |
EP2085397A1 (en) | 2008-01-21 | 2009-08-05 | Esteve Quimica, S.A. | Crystalline form of abacavir |
RS57323B1 (en) | 2010-01-27 | 2018-08-31 | Viiv Healthcare Co | Antiviral therapy |
CZ305457B6 (en) | 2011-02-28 | 2015-09-30 | Ústav organické chemie a biochemie, Akademie věd ČR v. v. i. | Pyrimidine compounds inhibiting formation of nitrogen monoxide and prostaglandin E2, process for their preparation and use |
US9457028B2 (en) | 2013-02-27 | 2016-10-04 | Kyoto University | Pharmaceutical composition for use in prevention or treatment of cancer |
CN104672239A (en) * | 2013-11-26 | 2015-06-03 | 上海迪赛诺化学制药有限公司 | Process for preparing abacavir intermediate in formula V by adopting one-pot method |
CN109456329B (en) * | 2018-11-19 | 2021-03-09 | 迪嘉药业集团有限公司 | Preparation method of famciclovir |
CN113292507B (en) * | 2021-06-25 | 2022-07-19 | 潍坊奥通药业有限公司 | Preparation method of 2-amino-6-chloroguanine and intermediate thereof |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0141927B1 (en) | 1983-08-18 | 1991-10-30 | Beecham Group Plc | Antiviral guanine derivatives |
DE3582399D1 (en) | 1984-09-20 | 1991-05-08 | Beecham Group Plc | PURINE DERIVATIVES AND THEIR PHARMACEUTICAL USE. |
US4965270A (en) | 1987-05-30 | 1990-10-23 | Beecham Group P.L.C. | Purine derivatives |
GB8724765D0 (en) * | 1987-10-22 | 1987-11-25 | Beecham Group Plc | Process |
US4916224A (en) | 1988-01-20 | 1990-04-10 | Regents Of The University Of Minnesota | Dideoxycarbocyclic nucleosides |
US5631370A (en) | 1988-01-20 | 1997-05-20 | Regents Of The University Of Minnesota | Optically-active isomers of dideoxycarbocyclic nucleosides |
GB2243609B (en) * | 1988-01-20 | 1992-03-11 | Univ Minnesota | Dideoxydidehydrocarbocyclic pyrimidines |
GB8815265D0 (en) * | 1988-06-27 | 1988-08-03 | Wellcome Found | Therapeutic nucleosides |
GB8916698D0 (en) | 1989-07-21 | 1989-09-06 | Beecham Group Plc | Novel process |
GB8918827D0 (en) | 1989-08-17 | 1989-09-27 | Beecham Group Plc | Novel compounds |
MY104575A (en) | 1989-12-22 | 1994-04-30 | The Wellcome Foundation Ltd | Therapeutic nucleosides. |
SK279618B6 (en) * | 1992-01-22 | 1999-01-11 | Lonza A.G. (Dir.:Basel) | N-5-protected 2,5-diamino-4,6-dichloropyrimidines, process for their preparation, and intermediate for their preparation |
GB9402161D0 (en) * | 1994-02-04 | 1994-03-30 | Wellcome Found | Chloropyrimidine intermediates |
CA2145928C (en) | 1994-04-27 | 2007-10-09 | Gerhard Stucky | N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide, and a process for its preparation |
-
1994
- 1994-02-04 GB GB9402161A patent/GB9402161D0/en active Pending
-
1995
- 1995-02-03 ES ES95907107T patent/ES2148486T3/en not_active Expired - Lifetime
- 1995-02-03 PT PT95907107T patent/PT741710E/en unknown
- 1995-02-03 PL PL95315713A patent/PL183885B1/en unknown
- 1995-02-03 US US08/682,743 patent/US6448403B1/en not_active Expired - Lifetime
- 1995-02-03 CN CNB021023441A patent/CN1161343C/en not_active Expired - Lifetime
- 1995-02-03 AT AT95907107T patent/ATE192742T1/en active
- 1995-02-03 SG SG1996005343A patent/SG47918A1/en unknown
- 1995-02-03 HU HU9602114A patent/HU223096B1/en active IP Right Grant
- 1995-02-03 MY MYPI95000246A patent/MY113775A/en unknown
- 1995-02-03 KR KR1019960704228A patent/KR100355983B1/en not_active IP Right Cessation
- 1995-02-03 DE DE69516847T patent/DE69516847T2/en not_active Expired - Lifetime
- 1995-02-03 ZA ZA95884A patent/ZA95884B/en unknown
- 1995-02-03 AU AU15438/95A patent/AU690203B2/en not_active Expired
- 1995-02-03 NZ NZ278948A patent/NZ278948A/en not_active IP Right Cessation
- 1995-02-03 JP JP52046795A patent/JP3670012B2/en not_active Expired - Lifetime
- 1995-02-03 RU RU96118435A patent/RU2140913C1/en active
- 1995-02-03 BR BR9506667A patent/BR9506667A/en not_active IP Right Cessation
- 1995-02-03 IL IL11253995A patent/IL112539A/en not_active IP Right Cessation
- 1995-02-03 WO PCT/GB1995/000225 patent/WO1995021161A1/en active IP Right Grant
- 1995-02-03 EP EP95907107A patent/EP0741710B1/en not_active Expired - Lifetime
- 1995-02-03 DK DK95907107T patent/DK0741710T3/en active
- 1995-02-03 CN CN95191478A patent/CN1105109C/en not_active Expired - Lifetime
- 1995-03-14 TW TW084102412A patent/TW390877B/en not_active IP Right Cessation
-
1996
- 1996-07-30 MX MX9603091A patent/MX9603091A/en unknown
- 1996-08-02 FI FI963070A patent/FI112477B/en not_active IP Right Cessation
- 1996-08-02 NO NO19963239A patent/NO310819B1/en not_active IP Right Cessation
-
1997
- 1997-10-24 US US08/957,606 patent/US6555687B1/en not_active Expired - Lifetime
- 1997-10-24 US US08/957,605 patent/US5917042A/en not_active Expired - Lifetime
- 1997-10-24 US US08/957,043 patent/US5917041A/en not_active Expired - Lifetime
- 1997-10-24 US US08/957,603 patent/US6087501A/en not_active Expired - Lifetime
-
1998
- 1998-04-21 HK HK98103336A patent/HK1004087A1/en not_active IP Right Cessation
-
1999
- 1999-10-15 US US09/419,416 patent/US6552193B1/en not_active Expired - Lifetime
-
2000
- 2000-06-30 GR GR20000401551T patent/GR3033850T3/en unknown
-
2002
- 2002-06-27 US US10/184,482 patent/US6870053B2/en not_active Expired - Fee Related
-
2003
- 2003-03-18 US US10/389,815 patent/US20030187263A1/en not_active Abandoned
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