234108-73-7

Basic information

• Product Name: 4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98
• Synonyms: 4-Amino-2-chloropyridine, 4-BOC protected 98%;4-(Boc-aMino)-2-chloropyr...;N-tert-butyl-N-(2-chloropyridin-3-yl)carbaMate;tert-butyl 2-chloropyridin-4-ylcarbaMate Molecular;tert-Butyl (2-chloropyridin-4-yl)carbamate, 2-Chloro-4-(tert-butoxycarbonyl)pyridine;tert-butyl N-(2-chloropyridin-4-yl)carbamate;4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98;4-Amino-2-chloropyridine, N-BOC protected 98%
• CAS NO: 234108-73-7
• Molecular Formula: C₁₀H₁₃ClN₂O₂
• Molecular Weight: 228.678
• Product Categories: Amines;blocks;Pyridines;Pyridine series
• Mol File: 234108-73-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 173-175
• Boiling Point: 282.245 °C at 760 mmHg
• Flash Point: 124.498 °C
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 11.97±0.70(Predicted)
• CAS DataBase Reference: 4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98(234108-73-7)
• EPA Substance Registry System: 4-AMINO-2-CHLOROPYRIDINE, N-BOC PROTECTED 98(234108-73-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 234108-73-7(Hazardous Substances Data)

Usage

Uses

tert-Butyl (2-Chloropyridin-4-yl)carbamate is a reactant in the preparation of inter-domain stabilizers for allosteric Akt inhibitors.

InChI:InChI=1/C10H13ClN2O2/c1-10(2,3)15-9(14)13-7-4-5-12-8(11)6-7/h4-6H,1-3H3,(H,12,13,14)

Upstream product

• 14432-12-3 4-Amino-2-chloropyridine 
• 762-75-4 tert-butyl formate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 73583-37-6 2-chloro-4-bromopyridine 
• 4248-19-5 tert-butyl carbazate 

Downstream Products

• 370864-66-7 (2-chloro-3-methylpyridin-4-yl)carbamic acid tert-butyl ester 
• 893423-62-6 tert-butyl (2-chloro-3-formylpyridin-4-yl)carbamate 
• 849751-29-7 C₁₇H₁₈ClFN₂O₂ 
• 338452-92-9 4-amino-2-chloronicotinaldehyde 
• 917363-98-5 5-hydrazino-3-phenyl-2-(4-{[4-(5-pyrazin-2-yl-4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917363-81-6 (3-phenyl-2-{4-[4-(5-pyridin-2-yl-4H-[1,2,4]triazol-3-yl)-piperidin-1-ylmethyl]-phenyl}-[1,6]naphthyridin-5-yl)-hydrazine 
• 917363-81-6 5-hydrazino-3-phenyl-2-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917364-00-2 5-hydrazino-3-phenyl-2-(4-{[4-(5-pyrimidin-2-yl-4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917363-97-4 5-chloro-3-phenyl-2-(4-{[4-(5-pyrazin-2-yl-4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917363-99-6 5-chloro-3-phenyl-2-(4-{[4-(5-pyrimidin-2-yl-4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917363-80-5 5-chloro-3-phenyl-2-{4-[4-(5-pyridin-2-yl-4H-[1,2,4]triazol-3-yl)-piperidin-1-ylmethyl]-phenyl}-[1,6]naphthyridine 
• 917363-80-5 5-chloro-3-phenyl-2-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917364-08-0 5-hydrazino-3-phenyl-2-(4-{[4-(4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 
• 917364-07-9 5-chloro-3-phenyl-2-(4-{[4-(4H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine 

Relevant articles and documents

Selective palladium-catalysed amination of 4-chloropyridines with benzylamines using the Josiphos ligand

A synthetic strategy for the synthesis of a library of 4-N-benzylamino-2-N-phenyl-pyridines is herein described. The approach involves a Pd-assisted cross-coupling of a 4-chloro-N-phenylpyridin-2-amine intermediate with a range of benzylamines. A variety of ligands were screened, the most successful being the Josiphos ligand, which gave the desired products in good to moderate yields. The reactions occur quickly, within 30 min, with full conversion of the intermediate into the desired product.

Structural and chemical insights into the covalent-allosteric inhibition of the protein kinase Akt

The Ser/Thr kinase Akt (Protein Kinase B/PKB) is a master switch in cellular signal transduction pathways. Its downstream signaling influences cell proliferation, cell growth, and apoptosis, rendering Akt a prominent drug target. The unique activation mechanism of Akt involves a change of the relative orientation of its N-terminal pleckstrin homology (PH) and the kinase domain and makes this kinase suitable for highly specific allosteric modulation. Here we present a unique set of crystal structures of covalent-allosteric interdomain inhibitors in complex with full-length Akt and report the structure-based design, synthesis, biological and pharmacological evaluation of a focused library of these innovative inhibitors.

Rearrangement of N,N-di-tert-butoxycarbonylpyridin-4-amines and formation of polyfunctional pyridines

(Chemical Equation Presented) N,N-Di-tert-butoxycarbonylpyridin-4-amines were found to be rearranged to tert-butyl 4-(tert-butoxycarbonylamino) nicotinates by treatment with LDA in THF.