TNSN05261A1 - Process for the preparation of n-substituted 2-cyanopyrrolidines - Google Patents
Process for the preparation of n-substituted 2-cyanopyrrolidinesInfo
- Publication number
- TNSN05261A1 TNSN05261A1 TNP2005000261A TNSN05261A TNSN05261A1 TN SN05261 A1 TNSN05261 A1 TN SN05261A1 TN P2005000261 A TNP2005000261 A TN P2005000261A TN SN05261 A TNSN05261 A TN SN05261A TN SN05261 A1 TNSN05261 A1 TN SN05261A1
- Authority
- TN
- Tunisia
- Prior art keywords
- reacting
- preparation
- resultant
- compound
- substituted
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- ALSCEGDXFJIYES-UHFFFAOYSA-N pyrrolidine-2-carbonitrile Chemical class N#CC1CCCN1 ALSCEGDXFJIYES-UHFFFAOYSA-N 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 238000002955 isolation Methods 0.000 abstract 2
- VLJNHYLEOZPXFW-BYPYZUCNSA-N L-prolinamide Chemical compound NC(=O)[C@@H]1CCCN1 VLJNHYLEOZPXFW-BYPYZUCNSA-N 0.000 abstract 1
- -1 N-(N'-substituted glycyl)-2-cyanopyrrolidine Chemical class 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 230000018044 dehydration Effects 0.000 abstract 1
- 238000006297 dehydration reaction Methods 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The present invention relates to a process for the preparation of a N-(N'-substituted glycyl)-2-cyanopyrrolidine comprising at least (a) reacting, in the presence of dimethylformamide, a compound of formula (V) wherein, independently of each other, X1 and X3 are halogen; X2 is halogen, OH, O-C(=O)-CH2X3, -O-SO2-(C1-8)alkyl or -O-SO2-(aryl), with L-prolinamide, followed by (b) reacting the resultant compound without isolation with a dehydration agent, optionally followed by (c) reacting, in the presence of a base, the resultant compound without isolation with an appropriate amine and (d) recovering the resultant cornpound in free form or in acid addition salt form.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0308854A GB0308854D0 (en) | 2003-04-16 | 2003-04-16 | Organic compounds |
| PCT/EP2004/003980 WO2004092127A1 (en) | 2003-04-16 | 2004-04-15 | Process for the preparation of n-substituted 2-cyanopyrrolidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TNSN05261A1 true TNSN05261A1 (en) | 2007-07-10 |
Family
ID=9956928
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TNP2005000261A TNSN05261A1 (en) | 2003-04-16 | 2005-10-14 | Process for the preparation of n-substituted 2-cyanopyrrolidines |
Country Status (4)
| Country | Link |
|---|---|
| CN (2) | CN1774420B (en) |
| GB (1) | GB0308854D0 (en) |
| TN (1) | TNSN05261A1 (en) |
| ZA (1) | ZA200507396B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP0900638A2 (en) * | 2009-10-07 | 2011-05-30 | Egyt Gyogyszervegyeszeti Gyar | Adducts of inorganic salts basea on vildaelitpin applicable for preparation of pharmaceutical compositions |
| CN103641761A (en) * | 2013-11-22 | 2014-03-19 | 沈阳化工大学 | Vildagliptin preparation method |
| CN104744334A (en) * | 2015-03-25 | 2015-07-01 | 合肥创新医药技术有限公司 | Preparation method for vildagliptin |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW492957B (en) * | 1996-11-07 | 2002-07-01 | Novartis Ag | N-substituted 2-cyanopyrrolidnes |
| CO5150173A1 (en) * | 1998-12-10 | 2002-04-29 | Novartis Ag | COMPOUNDS N- (REPLACED GLYCLE) -2-DIPEPTIDYL-IV PEPTIDASE INHIBITING CYANOPIRROLIDINS (DPP-IV) WHICH ARE EFFECTIVE IN THE TREATMENT OF CONDITIONS MEDIATED BY DPP-IV INHIBITION |
| US6380398B2 (en) * | 2000-01-04 | 2002-04-30 | Novo Nordisk A/S | Therapeutically active and selective heterocyclic compounds that are inhibitors of the enzyme DPP-IV |
-
2003
- 2003-04-16 GB GB0308854A patent/GB0308854D0/en not_active Ceased
-
2004
- 2004-04-15 CN CN200480010135.0A patent/CN1774420B/en not_active Expired - Fee Related
- 2004-04-15 CN CN 200710090496 patent/CN101037409B/en not_active Expired - Fee Related
-
2005
- 2005-09-14 ZA ZA200507396A patent/ZA200507396B/en unknown
- 2005-10-14 TN TNP2005000261A patent/TNSN05261A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1774420A (en) | 2006-05-17 |
| CN1774420B (en) | 2012-05-30 |
| CN101037409B (en) | 2013-03-27 |
| ZA200507396B (en) | 2007-02-28 |
| GB0308854D0 (en) | 2003-05-21 |
| CN101037409A (en) | 2007-09-19 |
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