1218935-59-1

Basic information

• Product Name: (2R)-2-(2,5-DIFLUOROPHENYL)PYRROLIDINE
• Synonyms: (2R)-2-(2,5-DIFLUOROPHENYL)PYRROLIDINE;(2R)-2-(2,5-Difluorophenyl)pyrrolidine hydrochloride;(2R)-2-(2,5-DIFLUOROPHENYL)PYRROLIDINE-HCL;(R)-2-(2,5-difluorophenyl)pyrrolidine;Pyrrolidine, 2-(2,5-difluorophenyl)-, (2R)-
• CAS NO: 1218935-59-1
• Molecular Formula: C₁₀H₁₁F₂N
• Molecular Weight: 183.2
• EINECS: 227-251-0
• Mol File: 1218935-59-1.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 213.5±40.0 °C(Predicted)
• Appearance: /
• Density: 1.164±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.02±0.10(Predicted)
• CAS DataBase Reference: (2R)-2-(2,5-DIFLUOROPHENYL)PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-(2,5-DIFLUOROPHENYL)PYRROLIDINE(1218935-59-1)
• EPA Substance Registry System: (2R)-2-(2,5-DIFLUOROPHENYL)PYRROLIDINE(1218935-59-1)

Safety Data

• Hazardous Substances Data: 1218935-59-1(Hazardous Substances Data)

Usage

Uses

(2R)-2-(2,5-Difluorophenyl)pyrrolidine is used in the synthesis of imidazo[1,2-b]pyridazine compounds as inhibitors of Trk kinases.

Upstream product

• 399-94-0 2-bromo-1,4-difluorobenzene 
• 1218935-58-0 (R)-tert-butyl 2-(2,5-difluorophenyl)pyrrolidine-1-carboxylate 
• 617-86-7 triethylsilane 
• 540-36-3 para-difluorobenzene 
• 886503-15-7 rac-2-(2,5-difluorophenyl)pyrrolidine 
• 1979-36-8 2',5'-difluoroacetophenone 
• 2646-90-4 2,5-difluorobenzaldehyde 

Downstream Products

• 1218935-61-5 (R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-nitroimidazo[1,2-b]pyridazine 
• 1260840-74-1 5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((S)-2,3-dihydroxypropyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide 
• 1260842-01-0 5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-((S)-2,3-dihydroxypropoxy)pyrazolo[1,5-a]pyrimidine-3-carboxamide 
• 1260846-92-1 5-((R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)pyrazolo[1,5-a]pyrimidine-3-carboxamide 
• 1260840-05-8 (R)-N-tert-butyl-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide 
• 1260840-10-5 (R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-N-(3-methylpyridin-2-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide 
• 1260845-57-5 ethyl (R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate 
• 1260846-28-3 (R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile 
• 1400633-18-2 6-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]-3-nitropyridine-2-carboxamide 
• 1400633-16-0 4-chloro-6-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrido[3,2-d]pyrimidine 
• 1400633-10-4 2-chloro-6-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]-N-[4-(4-methylpiperazin-1-yl)phenyl]pyrido[3,2-d]pyrimidin-4-amine 
• 1400633-11-5 6-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]-2-methoxy-N-[4-(4-methylpiperazin-1-yl)phenyl]pyrido[3,2-d]pyrimidin-4-amine 
• 1400632-57-6 N-(1H-benzimidazol-2-ylmethyl)-6-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrido[3,2-d]pyrimidin-4-amine 
• 1400633-17-1 4-chloro-6-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrido[3,2-d]pyrimidine 

Relevant articles and documents

FIVE-AND-SIX-MEMBERED HETEROCYCLIC COMPOUND AND USE THEREOF AS PROTEIN RECEPTOR KINASE INHIBITOR

A class of five-membered fused with six-membered heterocyclic compounds represented by formula I and a pharmaceutical composition, preparation, and an application thereof are disclosed. These compounds have TRK kinase inhibitory activity and can treat diseases related to TRK dysfunction.

SIX-MEMBERED AND SIX-MEMBERED HETEROCYCLIC COMPOUND AND USES THEREOF SERVING AS PROTEIN RECEPTOR KINASE INHIBITOR

Provided are a preparation and applications of a six-membered fused with six-membered heterocyclic compound, specifically, provided in the present invention is a compound as represented by formula I as follows, where the definitions of the groups are as described in the description. The compound has TRK kinase inhibiting activity and can serve as a pharmaceutical composition for treating TRK dysfunction-related diseases.

Synthesis method of (R)-2-(2, 5-difluorophenyl) pyrrolidine

The invention belongs to the technical field of chemical pharmacy, and relates to a synthetic method of (R)-2-(2, 5-difluorophenyl)pyrrolidine. The synthesis method comprises the following steps: (1) carrying out dehydration condensation reaction on a compound as shown in a formula 1 and a chiral induction reagent (R) tert-butylsulfinamide to obtain a compound as shown in a formula 2; (2) carrying out addition reaction on the compound in the formula 2 and a Grignard reagent to obtain a compound in a formula 3; (3) carrying out a reduction/cyclization reaction on the compound shown in the formula 3, trifluoroacetic acid and triethylsilane to obtain a compound shown in a formula 4; (4) splitting the compound shown in the formula 4 by (D)-malic acid to obtain the (R)-2-(2, 5-difluorophenyl) pyrrolidine*D malate compound with EE being greater than 98% shown in the formula 5; and (5) dissociating the compound in the formula 5 with a sodium hydroxide solution to obtain (R)-2-(2, 5-difluorophenyl) pyrrolidine. By utilizing the synthetic method of (R)-2-(2,5-difluorophenyl)pyrrolidine, the cost is low, the optical purity is high, the subsequent separation process is simplified, the raw materials are easy to obtain, the process conditions are mild, and the synthetic method is suitable for synthesizing (R)-2-(2, 5-difluorophenyl) pyrrolidine in large-scale production.