(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
(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
Safety
- HS Code
- 2924190090
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.
N-Bromosuccinimide Price
- Product number
- C363865
- Product name
- (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
- Packaging
- 500mg
- Price
- $185
- Updated
- 2021/12/16
- Product number
- FC76463
- Product name
- (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
- Packaging
- 50mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- FC76463
- Product name
- (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
- Packaging
- 100mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- FC76463
- Product name
- (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
- Packaging
- 250mg
- Price
- $250
- Updated
- 2021/12/16
- Product number
- 0902AB
- Product name
- (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxamide
- Packaging
- 5g
- Price
- $273
- Updated
- 2021/12/16
(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
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View Lastest Price from (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide manufacturers
- 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
- 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