23500-10-9

Basic information

• Product Name: CHLOROAC-PRO-OH
• Synonyms: 1-(chloroacetyl)proline;(S)-1-(2-Chloro-acetyl)-pyrrolidine-2-carboxylicacid,tech;Vildagliptin Impurity 12;vildagliptin Impurity P;CHLOROACETYL-L-PROLINE;CHLOROAC-PRO-OH;CLAC-PRO-OH;N-chloroacetyl-L-proline
• CAS NO: 23500-10-9
• Molecular Formula: C₇H₁₀ClNO₃
• Molecular Weight: 191.61
• EINECS: 245-695-3
• Mol File: 23500-10-9.mol
• Article Data: 17

Chemical Properties

• Melting Point: 112-113 °C
• Boiling Point: 399°Cat760mmHg
• Flash Point: 195.1°C
• Appearance: /
• Density: 1.422g/cm³
• Vapor Pressure: 1.76E-07mmHg at 25°C
• Refractive Index: 1.538
• PKA: 3.27±0.20(Predicted)
• CAS DataBase Reference: CHLOROAC-PRO-OH(CAS DataBase Reference)
• NIST Chemistry Reference: CHLOROAC-PRO-OH(23500-10-9)
• EPA Substance Registry System: CHLOROAC-PRO-OH(23500-10-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 23500-10-9(Hazardous Substances Data)

Usage

Uses

(S)-1-(2-Chloro-acetyl)-pyrrolidine-2-carboxylic Acid is used in preparation of vildagliptin impurity.

InChI:InChI=1/C7H10ClNO3/c8-4-6(10)9-3-1-2-5(9)7(11)12/h5H,1-4H2,(H,11,12)/t5-/m0/s1

Upstream product

• 79-04-9 chloroacetyl chloride 
• 147-85-3 L-proline 
• 2812-47-7 pyrrolidine-2-carboxylic acid amide 
• 79-11-8 chloroacetic acid 

Downstream Products

• 704-15-4 H-Gly-Pro-OH 
• 96166-39-1 1-glycoloyl-L-proline amide 
• 106231-69-0 Benzoic acid 2-((S)-2-carbamoyl-pyrrolidin-1-yl)-2-oxo-ethyl ester 
• 565453-40-9 vildagliptin carboxylic acid 
• 1432496-15-5 C₁₄H₁₇ClN₂O₂ 
• 1414371-98-4 C₁₃H₁₅ClN₂O₂ 
• 1432496-16-6 C₁₃H₁₄Cl₂N₂O₂ 
• 1432496-02-0 C₃₁H₄₅ClN₄O₆Si 
• 1432496-00-8 C₃₂H₄₈N₄O₆Si 
• 1432495-97-0 C₃₁H₄₆N₄O₆Si 
• 1414372-04-5 C₄₁H₄₇N₅O₄ 
• 1445312-44-6 C₂₃H₂₆ClN₃O₃ 
• 1432496-50-8 C₂₁H₂₄ClN₃O₂ 
• 1432496-48-4 C₂₂H₂₇N₃O₂ 

Relevant articles and documents

Vildagliptin diketopiperazine and preparation method thereof

The preparation method comprises the following steps: (1) L - proline is dissolved, and chloroacetyl chloride is mixed, and the compound 1 is generated. (2) Compound 1 and 3 - amino -1 - adamantanol undergo a substitution reaction under basic conditions to give compound 2. (3) The compound 2 is cyclised under basic conditions, i.e. diketopiperazine. The preparation method of the vildagliptin diketopiperazine provided by the invention takes L - proline as a raw material, is synthesized through chloroacetylation, substitution and dehydration 3 steps, is simple in synthesis method, mild and easy to control in reaction conditions, cheap in raw material, and capable of 98.0% effectively reducing the synthesis cost.

Preparation method of high chiral purity (S)-1-(2-chloracetyl) pyrrolidine-2-formonitrile

The invention discloses a preparation method of high chiral purity (S)-1-(2-chloracetyl) pyrrolidine-2-formonitrile, the preparation method comprises: S1, in the presence of a solvent and an acid-binding agent, carrying out a coupling reaction on L-proline and chloracetyl chloride to obtain an intermediate I; s2, in the presence of a solvent and sodium iodide, carrying out cyclization reaction on the intermediate I in an alkaline environment to obtain an intermediate II; s3, in the presence of a solvent and an ammonolysis agent, carrying out ammonolysis ring-opening reaction on the intermediate II to obtain an intermediate III; and S4, in the presence of a solvent and phosphorus oxychloride, carrying out chlorination and dehydration reaction on the intermediate III to obtain (S)-1-(2-chloracetyl) pyrrolidine-2-formonitrile. The method has the advantages of high chiral purity, simple steps, easily available and cheap raw materials, convenient post-treatment and high yield, and is suitable for industrial production.

2 - substituted pyrrolidines compound, preparation method and its application in the preparation of the peculiar smell (by machine translation)

The invention discloses a 2 - substituted pyrrolidines compound, preparation method and its application in the preparation of the peculiar smell, the tetrahydro-pyrrole derivatives of formula (I) has the structure as illustrated, using the intermediate synthesis when the peculiar smell, the preparation method of the original source of auxiliary materials are cheap and easily obtained, the process route is short, low cost, mild conditions in the reaction process of the security, without the special requirements of the device, can be suitable for industrial production. (by machine translation)