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(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
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(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
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Safety

HS Code 
2933998090
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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.

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N-Bromosuccinimide Price

TCI Chemical
Product number
C3202
Product name
(S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
Packaging
5G
Price
$77
Updated
2025/07/31
TCI Chemical
Product number
C3202
Product name
(S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile
Packaging
25G
Price
$307
Updated
2025/07/31
TRC
Product number
C363780
Product name
(2S)-1-(2-Chloroacetyl)-2-9-pyrrolidinecarbonitrile
Packaging
10g
Price
$460
Updated
2021/12/16
TRC
Product number
C363780
Product name
(2S)-1-(2-Chloroacetyl)-2-9-pyrrolidinecarbonitrile
Packaging
50g
Price
$910
Updated
2021/12/16
Activate Scientific
Product number
AS35323
Product name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carbonitrile
Purity
97+% ee
Packaging
1g
Price
$42
Updated
2021/12/16
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(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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(2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile Suppliers

Americas 1 Canada 1 China 398 Europe 2 India 52 Japan 1 South Korea 1 United Kingdom 3 United States 10 Global 469
Pure Chemistry Scientific Inc.
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View Lastest Price from (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
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
Henan Aochuang Chemical Co.,Ltd.
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
Nanjing Fred Technology Co., Ltd
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

207557-35-5, (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrileRelated Search:

1-Methylpyrrolidine Pyrrolidine Acetylacetone Chloroacetyl chloride Acetylferrocene (S)-Pyrrolidine-2-carbonitrile hydrochloride N-ACETYL-L-TYROSINE ETHYL ESTER 2-Acetyl pyrrole Vildagliptin (S)-1-N-CBZ-2-CYANO-PYRROLIDINE Vildagliptin Related Compound A vildagliptin Impurity E (S)-PYRROLIDINE-2-CARBONITRILE Vildagliptin Impurity 10 vildagliptin Impurity R vildagliptin Impurity Q Vildagliptin Impurity 6 Vildagliptin IMpurity 2 (Mixture of DiastereoMers)

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  • (S)-1-(2-Chloroacetyl)pyrrolidine-2-carbonitrile (CACP)
  • C7HgCIN2O
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  • 207557-35-5
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  • intermediate
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  • Pharmaceuticalintermediates