476493-40-0

Basic information

• Product Name: 1-N-Boc-3-Cyanopyrrolidine
• Synonyms: TERT-BUTYL 3-CYANOPYRROLIDINE-1-CARBOXYLATE;3-CYANO-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-N-BOC-3-CYANO-PYRROLIDINE;1-Boc-3-cyanopyrrolidine;N-1-BOC-3-CYANOPYRROLIDINE;N-Boc-3-cyanopyrrolidine;1,1-Dimethylethyl 3-cyano-1-pyrrolidinecarboxylate;1-Pyrrolidinecarboxylic acid, 3-cyano-, 1,1-dimethylethyl ester
• CAS NO: 476493-40-0
• Molecular Formula: C₁₀H₁₆N₂O₂
• Molecular Weight: 196.25
• Product Categories: Pyrrole&Pyrrolidine&Pyrroline;Organic acids
• Mol File: 476493-40-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 307.9 °C at 760 mmHg
• Flash Point: 140 °C
• Appearance: /
• Density: 1.08 g/cm³
• Vapor Pressure: 0.000703mmHg at 25°C
• Refractive Index: 1.488
• Storage Temp.: 2-8°C
• PKA: -3.73±0.40(Predicted)
• CAS DataBase Reference: 1-N-Boc-3-Cyanopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-Boc-3-Cyanopyrrolidine(476493-40-0)
• EPA Substance Registry System: 1-N-Boc-3-Cyanopyrrolidine(476493-40-0)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 476493-40-0(Hazardous Substances Data)

Usage

Description

1-N-Boc-3-Cyanopyrrolidine is a chemical compound that features a pyrrolidine ring with a Boc-protecting group at the nitrogen atom and a cyano group at the 3-position. This structure makes it a versatile intermediate in organic synthesis, particularly for the preparation of biologically active molecules.

Uses

Used in Pharmaceutical Industry:
1-N-Boc-3-Cyanopyrrolidine is used as a synthetic intermediate for the preparation of aroyl-substituted pyrrolidines. These compounds exhibit monoamine reuptake inhibition activities, which are important for the development of medications targeting neurological and psychiatric disorders. The monoamine reuptake inhibition activity helps in modulating the levels of neurotransmitters such as serotonin, norepinephrine, and dopamine, thereby addressing the underlying imbalances in these conditions.

InChI:InChI=1/C10H16N2O2/c1-10(2,3)14-9(13)12-5-4-8(6-11)7-12/h8H,4-5,7H2,1-3H3

Upstream product

• 71999-74-1 tert-butyl N-(2-chloroethyl)carbamate 
• 107-13-1 acrylonitrile 
• 24424-99-5 di-tert-butyl dicarbonate 
• 773837-37-9 sodium cyanide 
• 141699-57-2 3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 101385-93-7 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 122684-35-9 1-tert-<(butyloxy)carbonyl>-3-(thiocarbamoyl)pyrrolidine 
• 788104-34-7 lithium cyanide 
• 103057-44-9 N-(tert-butoxycarbonyl)-3-hydroxypyrrolidine 
• 122684-34-8 1-tert-<(butyloxy)carbonyl>-3-carbamoylpyrrolidine 

Downstream Products

• 122684-35-9 1-tert-<(butyloxy)carbonyl>-3-(thiocarbamoyl)pyrrolidine 
• 1226495-49-3 tert-butyl 3-[(Z)-amino(hydroxyimino)methyl]pyrrolidine-1-carboxylate 
• 270912-72-6 tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate 
• 1054521-28-6 1-(4-(methylsulfonyl)phenyl)pyrrolidine-3-carbonitrile 
• 1229831-56-4 tert-butyl 3-cyano-3-(4-fluorobenzyl)pyrrolidine-1-carboxylate 
• 1054520-90-9 tert-butyl 4-(3-(1-(4-(methylsulfonyl)phenyl)pyrrolidin-3-yl)-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate 
• 1054521-82-2 (Z)-N'-hydroxy-1-(4-(methylsulfonyl)phenyl)pyrrolidine-3-carboximidamide 
• 1228537-69-6 tert-butyl 3-cyano-3-methylpyrrolidine-1-carboxylate 
• 10603-53-9 racemic pyrrolidine-3-carbonitrile 

Relevant articles and documents

NOVEL COMPOUNDS FOR INHIBITION OF JANUS KINASE 1

An object of the invention is to provide compounds as selective JAK1 inhibitor, a process for preparation of the inhibitors, a composition containing the compounds and utility of the compounds.

Glutaminase inhibitors as well as compositions and applications thereof

The invention provides a series of heterocyclic compounds expressed in a formula I. The compound comprises glutaminase inhibition activity, and can be used for treating diseases and symptoms related to dysfunction of glutaminase or raising activity of glutaminase.

Visible-Light-Mediated Alkenylation, Allylation, and Cyanation of Potassium Alkyltrifluoroborates with Organic Photoredox Catalysts

Iridium- and ruthenium-free approaches to protected allylic amines and alkyl nitriles under photoredox conditions are reported. An inexpensive organic dye, eosin Y, catalyzes coupling of Boc-protected potassium α-aminomethyltrifluoroborates with a variety of substituted alkenyl sulfones through an α-aminomethyl radical addition-elimination pathway. Allylic and homoallylic amines were formed in moderate yields with high E/Z selectivity. The mechanistic approach was extended using tosyl cyanide as a radical trap, enabling the conversion of alkyltrifluoroborates to nitriles via a Fukuzumi acridinium-catalyzed process.