114715-39-8

Basic information

• Product Name: (R)-(-)-1-Benzyl-3-aminopyrrolidine
• Synonyms: R-BAP;(R)-3-AMINO-1-BENZYLPYRROLIDINE;(R)-3-AMINO-1-N-BENZYL-PYRROLIDINE;(R)-(-)-3-AMINO-N-BENZYLPYRROLIDINE;(R)-(-)-1-BENZYL-3-AMINOPYRROLIDINE;(R)-1-BENZYL-3-AMINOPYRROLIDINE;(R)-1-BENZYLPYRROLIDIN-3-AMINE;(R)-1-BENZYL-PYRROLIDIN-3-YLAMINE
• CAS NO: 114715-39-8
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.26
• EINECS: -0
• Product Categories: Amines and Anilines;Heterocycles;pharmacetical;Amines;Pyrrolidines;Pyrrole&Pyrrolidine&Pyrroline;Benzenes;3-Aminopyrrolidines;Amines (Chiral);Chiral 3-Aminopyrrolidines;Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound;Chiral Building Blocks;Heterocyclic Building Blocks
• Mol File: 114715-39-8.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 278-279 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.064 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000994mmHg at 25°C
• Refractive Index: n20/D 1.5450(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.74±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• Sensitive: Air Sensitive
• BRN: 6477592
• CAS DataBase Reference: (R)-(-)-1-Benzyl-3-aminopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-Benzyl-3-aminopyrrolidine(114715-39-8)
• EPA Substance Registry System: (R)-(-)-1-Benzyl-3-aminopyrrolidine(114715-39-8)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN2735
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 114715-39-8(Hazardous Substances Data)

Usage

Description

(R)-(-)-1-Benzyl-3-aminopyrrolidine is an important organic intermediate with a colorless liquid appearance, known for its significant role in various industrial applications due to its unique chemical properties.

Uses

Used in Agrochemical Industry:
(R)-(-)-1-Benzyl-3-aminopyrrolidine is used as a key intermediate for the synthesis of various agrochemicals, such as pesticides and fertilizers, to enhance crop protection and yield.
Used in Pharmaceutical Industry:
(R)-(-)-1-Benzyl-3-aminopyrrolidine is utilized as a crucial building block in the development of new pharmaceutical compounds, contributing to the creation of innovative drugs for various medical conditions.
Used in Dye Industry:
(R)-(-)-1-Benzyl-3-aminopyrrolidine is employed as an essential intermediate in the production of dyes, playing a vital role in the synthesis of colorants for various applications, including textiles, plastics, and printing inks.

InChI:InChI=1/C11H16N2.ClH/c12-11-6-7-13(9-11)8-10-4-2-1-3-5-10;/h1-5,11H,6-9,12H2;1H/t11-;/m1./s1

Upstream product

• 66832-28-8 1-benzyl-3-(hydroxyimino)pyrrolidine 
• 368429-69-0 4-amino 1-benzylpyrrolidin-2-one 
• 51535-00-3 methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate 
• 116041-19-1 1-benzyl 5-oxo-pyrrolidine-3-carboxamide 
• 368429-72-5 1-benzyl-5-oxo-pyrrolidine-3-carbohydrazide 
• 118354-71-5 (S)-methanesulfonic acid 1-benzylpyrrolidin-3-yl ester 
• 100-46-9 benzylamine 
• 100-39-0 benzyl bromide 
• 99735-30-5 N-benzyl-3-(R)-((1,1-dimethylethoxycarbonyl)amino)pyrrolidine 
• 101385-90-4 (S)-N-benzyl-3-hydroxypyrrolidine 
• 114636-29-2 (3S)-3-azido-1-(phenylmethyl)pyrrolidine 
• 116143-03-4 (3R)-3-azido-1-(phenylmethyl)pyrrolidine 
• 160348-02-7 N-benzyloxycarbonyl-D-asparagine methyl ester 
• 101385-90-4 (R)-N-benzyl-3-hydroxypyrrolidine 

Downstream Products

• 96901-81-4 5-bromo-2,4-dimethoxy-N-(1-benzyl-3-pyrrolidinyl)benzamide 
• 61694-71-1 N-(1-benzyl-3-pyrrolidinyl)-4-amino-5-chloro-2-methoxybenzamide 
• 73328-60-6 N-(1-Benzyl-3-pyrrolidinyl)-5-chloro-2-methoxy-4-methylaminobenzamide 
• 61694-77-7 N-(1-benzyl-3-pyrrolidinyl)-5-chloro-4-dimethylamino-2-methoxybenzamide 
• 78775-22-1 N-(1-Benzyl-pyrrolidin-3-yl)-5-chloro-4-ethylamino-2-methoxy-benzamide 
• 78784-41-5 N-(1-Benzyl-pyrrolidin-3-yl)-5-chloro-4-formylamino-2-methoxy-benzamide 
• 78775-26-5 4-Acetylamino-N-(1-benzyl-pyrrolidin-3-yl)-5-chloro-2-methoxy-benzamide 
• 78775-24-3 4-Benzylamino-N-(1-benzyl-pyrrolidin-3-yl)-5-chloro-2-methoxy-benzamide 
• 72412-41-0 2-Amino-4-methoxy-pyrimidine-5-carboxylic acid (1-benzyl-pyrrolidin-3-yl)-amide; compound with oxalic acid 
• 1026490-44-7 (1-Benzyl-pyrrolidin-3-yl)-(5-chloro-2-nitro-phenyl)-amine 
• 920009-45-6 (R)-N-(1-Benzylpyrrolidin-3-yl)-1-adamantanecarboxamide 
• 131878-23-4 (3R)-1-benzyl-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine 
• 336191-80-1 Ethyl 3-[(1-benzyltetrahydro-1H-3-pyrrolyl)amino]-3-oxopropanoate 

Relevant articles and documents

Synthesis method of 3-aminopyrrolidine dihydrochloride

The invention discloses a synthetic method of 3-aminopyrrolidine dihydrochloride. The synthetic method comprises the following steps: preparing benzyl-(3-ethoxy-3-alkenyl)-(1-vinyl ethoxy methyl) amine liquid; preparation of a 1-benzyl-3-pyrrolidone solution; preparation of a 1-benzyl-3-aminopyrrolidine solution; preparing a 1-benzyl-3-aminopyrrolidine salt; preparing a 3-aminopyrrolidine solution; the yield and purity of the 3-aminopyrrolidine dihydrochloride are improved by controlling the activity of the reaction main materials of each part in a segmented manner and carrying out a directional hydrogenation manner.

Discovery and Biological Evaluation of N-Methyl-pyrrolo[2,3- b]pyridine-5-carboxamide Derivatives as JAK1-Selective Inhibitors

Janus kinase 1 (JAK1) plays a key role in most cytokine-mediated inflammatory and autoimmune responses through JAK/STAT signaling; thus, JAK1 inhibition is a promising therapeutic strategy for several diseases. Analysis of the binding modes of current JAK inhibitors to JAK isoforms allowed the design of N-alkyl-substituted 1-H-pyrrolo[2,3-b] pyridine carboxamide as a JAK1-selective scaffold, and the synthesis of various methyl amide derivatives provided 4-((cis-1-(4-chlorobenzyl)-2-methylpiperidin-4-yl)amino)-N-methyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (31g) as a potent JAK1-selective inhibitor. In particular, the (S,S)-enantiomer of 31g (38a) exhibited excellent potency for JAK1 and selectivity over JAK2, JAK3, and TYK2. On investigating the effect of 31g on hepatic fibrosis, it was found that it reduces the proliferation and fibrogenic gene expression of TGF-β-induced hepatic stellate cells (HSCs). Specifically, 31g significantly inhibited TGF-β-induced migration of HSCs at 0.25 μM in wound-healing assays.

HETEROARYL COMPOUNDS AND THEIR USE AS MER INHIBITORS

Compounds of formula (I) [Formula should be inserted here] and a pharmaceutically acceptable salt thereof, wherein A, R1, R2, R3, R4, R5, R6, R7, R24, X, L, n and p are as defined in the specification, are useful for treating or preventing Mer tyrosine kinase receptor modulated disease or conditions. Also described are pharmaceutical compositions of compounds of formula (I), and methods for using such compounds and compositions.