(2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
- Product Name
- (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
- CAS No.
- 207557-35-5
- Chemical Name
- (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
- Synonyms
- (S)-1-(2-CHLOROACETYL)PYRROLIDINE-2-CARBONITRILE;(2S)-1-(2-chloroacetyl)-2-Pyrrolidinecarbonitrile;(S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile;C7HgCIN2O;cas:207557-35-5;Tetrahydropyrole;Vigliptin Impurity 14;Vogliptin impurity II;vildagliptin Impurity J;Vildagliptin interMediates
- CBNumber
- CB3796210
- Molecular Formula
- C7H9ClN2O
- Formula Weight
- 172.61
- MOL File
- 207557-35-5.mol
(2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile Property
- Melting point:
- 52-53 °C
- Boiling point:
- 363.1±37.0 °C(Predicted)
- Density
- 1.27±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- -4.65±0.40(Predicted)
- color
- Pale Yellow to Light Brown
- optical activity
- Consistent with structure
- Stability:
- Hygroscopic
- InChI
- InChI=1S/C7H9ClN2O/c8-4-7(11)10-3-1-2-6(10)5-9/h6H,1-4H2/t6-/m0/s1
- InChIKey
- YCWRPKBYQZOLCD-LURJTMIESA-N
- SMILES
- N1(C(CCl)=O)CCC[C@H]1C#N
Safety
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P310Immediately call a POISON CENTER or doctor/physician.
N-Bromosuccinimide Price
- Product number
- C3202
- Product name
- (S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
- Packaging
- 5G
- Price
- $77
- Updated
- 2025/07/31
- Product number
- C3202
- Product name
- (S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
- Packaging
- 25G
- Price
- $307
- Updated
- 2025/07/31
- Product number
- C363780
- Product name
- (2S)-1-(2-Chloroacetyl)-2-9-pyrrolidinecarbonitrile
- Packaging
- 10g
- Price
- $460
- Updated
- 2021/12/16
- Product number
- C363780
- Product name
- (2S)-1-(2-Chloroacetyl)-2-9-pyrrolidinecarbonitrile
- Packaging
- 50g
- Price
- $910
- Updated
- 2021/12/16
- Product number
- AS35323
- Product name
- (S)-1-(2-Chloroacetyl)pyrrolidine-2-carbonitrile
- Purity
- 97+% ee
- Packaging
- 1g
- Price
- $42
- Updated
- 2021/12/16
(2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile Chemical Properties,Usage,Production
Chemical Properties
White crystals
Uses
(2S)-1-(2-Chloroacetyl)-2-9-pyrrolidinecarbonitrile is a key intermediate for dipeptidyl peptidase IV inhibitor Vildagliptin (V305000).
Synthesis
79-04-9
7531-52-4
207557-35-5
A method for the preparation of (S)-1-(2-chloroacetyl)-2-cyanopyrrolidine comprising the steps of dissolving L-prolinamide (0.175 mol) and potassium carbonate (0.348 mol) in 400 mL of acetonitrile, and slowly adding 16 mL (0.2 mol) of chloroacetyl chloride dropwise (dropwise time of 2-3 hrs.) at 0-15°C. After the dropwise addition, the reaction mixture was stirred overnight at room temperature and the reaction was monitored by TLC until complete. Upon completion of the reaction, the mixture was stirred at 0-15°C and 13.4 mL to 0.094 mol of 44 was slowly added, followed by stirring at 25°C overnight and again the reaction was confirmed complete by TLC. Subsequently, the reaction solution was rotary evaporated to dryness and 20 mL of ethyl acetate was added to the residue. An excess of trifluoroacetic anhydride (TFAA) was added to the reaction vessel, and the residue was dissolved in 150 mL of ethyl acetate and the pH was adjusted with sodium carbonate solution to 8. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated. The resulting oil was left overnight to cure (if not cured, crystalline species could be added), resulting in a light brown solid (target compound) in 92% yield.
References
[1] Patent: CN106045891, 2016, A. Location in patent: Paragraph 0046; 0047-0049
[2] Patent: CN105523985, 2016, A. Location in patent: Paragraph 0054; 0055
[3] Patent: CN107501154, 2017, A. Location in patent: Paragraph 0068-0108
[4] Patent: US2008/167479, 2008, A1. Location in patent: Page/Page column 5
[5] Patent: US6432969, 2002, B1
(2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile manufacturers
- Product
- (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile 207557-35-5
- Price
- US $0.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 500kg
- Release date
- 2021-09-09
- Product
- (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile 207557-35-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-19
- Product
- (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile 207557-35-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2024-01-02