ChemicalBook > CAS DataBase List > (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide

(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide

Product Name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide
CAS No.
214398-99-9
Chemical Name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide
Synonyms
(2S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide;-1-(2-Chloroacetyl);Vigliptin Impurity 2;vildagliptin Impurity I;Vildagliptin Impurity 55;Vildagliptin Impurity 21;Vildagliptin Intermediate I;Vildagliptin Impurity SQBL-2;1-(Chloroacetyl)-L-prolinamide;Vildagliptin Chloroacetyl Amide Impurity
CBNumber
CB82631581
Molecular Formula
C7H11ClN2O2
Formula Weight
190.63
MOL File
214398-99-9.mol
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(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide Property

Melting point:
133-137℃ (isopropyl ether )
Boiling point:
442.5±45.0 °C(Predicted)
Density 
1.353±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Very Slightly)
form 
Solid
pka
15.56±0.20(Predicted)
color 
White to Pale Beige
InChI
InChI=1S/C7H11ClN2O2/c8-4-6(11)10-3-1-2-5(10)7(9)12/h5H,1-4H2,(H2,9,12)/t5-/m0/s1
InChIKey
YKDRUBGIBPCRBH-YFKPBYRVSA-N
SMILES
N1(C(CCl)=O)CCC[C@H]1C(N)=O
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Safety

HS Code 
2924190090
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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

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
C363865
Product name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
Packaging
500mg
Price
$185
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC76463
Product name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
Packaging
50mg
Price
$90
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC76463
Product name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
Packaging
100mg
Price
$150
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC76463
Product name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
Packaging
250mg
Price
$250
Updated
2021/12/16
AK Scientific
Product number
0902AB
Product name
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
Packaging
5g
Price
$273
Updated
2021/12/16
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(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide Chemical Properties,Usage,Production

Uses

(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide is used in the synthesis of Vildagliptin (V305000), an oral anti-diabetic drug, and its impurities (H971380) (Impurity A).

Synthesis

79-04-9

7531-52-4

214398-99-9

L-prolinamide (11.2 g, 100 mmol) was added to a tetrahydrofuran solution (200 mL) of chloroacetyl chloride (11.5 g, 100 mmol) that had been pre-cooled to 0°C. The reaction system was kept at 0°C. After 30 min, potassium carbonate (27.3 g, 200 mmol) was added to the reaction mixture, and stirring was continued for 1 hour at 0°C. Subsequently, the reaction mixture was warmed up to room temperature and stirring was continued for 3 hr. The progress of the reaction was monitored by LC until L-prolinamide was completely consumed. After completion of the reaction, the reaction mixture was filtered and the filter cake was washed with tetrahydrofuran (50 mL) and the filtrates were combined. The solvent was removed by rotary evaporation and the oily residue obtained was dissolved in ethyl acetate. The resulting ethyl acetate solution was washed with water (50 mL x 2) and dried over anhydrous sodium sulfate for 2 hours. After filtration to remove the desiccant, the filtrate was concentrated to give 17.2 g (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide (colorless oily) in 90.7% yield.

References

[1] Patent: CN103896819, 2016, B. Location in patent: Paragraph 0017; 0018; 0019
[2] Patent: CN105503878, 2016, A. Location in patent: Paragraph 0017
[3] Patent: CN105884669, 2016, A. Location in patent: Paragraph 0059-0063
[4] Journal of Medicinal Chemistry, 2003, vol. 46, # 13, p. 2774 - 2789
[5] Journal of Medicinal Chemistry, 2002, vol. 45, # 12, p. 2362 - 2365

(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
(2S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide 214398-99-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-26
Career Henan Chemical Co
Product
(S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide 214398-99-9
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
Ask
Release date
2018-12-19

214398-99-9, (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMideRelated Search:

1-(CHLOROACETYL)-L-PROLINE METHYL ESTER vildagliptin Impurity L vildagliptin Impurity R (2S)-1-(Chloroacetyl)-2-pyrrolidinecarbonitrile (S)-Pyrrolidine-2-carbonitrile hydrochloride vildagliptin Impurity Q Vildagliptin Related Compound F Vildagliptin Related Compound H vildagliptin Impurity O Vildagliptin Related Compound E CHLOROAC-PRO-OH 5-Vinylpyrrolidone Vildagliptin Related Compound G VILDAGLIPTIN N-acetic acid-1-aMino-3-adaMantanol Vildagliptin IMpurity 2 (Mixture of DiastereoMers) Dichloroacetyl chloride CYCLO(-GLY-PRO)

  • vildagliptin Impurity I
  • -1-(2-Chloroacetyl)
  • (2S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide
  • (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide
  • 2-PyrrolidinecarboxaMide,1-(2-chloroacetyl)-, (2S)-
  • Vildagliptin Impurity 55
  • Vildagliptin Impurity 8/Vildagliptin Chloroacetyl Amide (S)-Isomer/(S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide
  • Vildagliptin?Chloroacetyl Amide (S)-Isomer
  • 1-(Chloroacetyl)-L-prolinamide
  • Vildagliptin Impurity 21
  • Vigliptin Impurity 2
  • Vildagliptin Impurity，(S)-1-(2-Chloroacetyl)pyrrolidine-2- carboxaMide
  • (S)-1-( Chloroacetyl)- 2-pyrrolidine carboxamide
  • Vildagliptin Chloroacetyl Amide Impurity
  • (2S)-1-(2-Chloroacetyl)-2-pyrrolidinecarboxamide
  • (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide? (Vildagliptin Impurity）
  • Vildagliptin Chloroacetyl Amide (S)-Isomer (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide
  • Vildagliptin Intermediate I
  • Vildagliptin Impurity SQBL-2
  • (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxamide - [C91359]
  • 214398-99-9