tert-Butyl (2-chloropyridin-3-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-chloropyridin-3-yl)carbamate
• CAS No.: 209798-48-1
• Molecular Formula: C10H13ClN2O2
• Molecular Weight: 228.678
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00474823
• Wikidata: Q82304957
• Mol file: 209798-48-1.mol

Synonyms:209798-48-1;tert-Butyl (2-chloropyridin-3-yl)carbamate;tert-Butyl 2-Chloropyridin-3-ylcarbamate;(2-chloro-pyridin-3-yl)-carbamic acid tert-butyl ester;Tert-butyl N-(2-chloropyridin-3-yl)carbamate;MFCD12026344;3-(Boc-amino)-2-chloropyridine;SCHEMBL1699207;DTXSID00474823;VUHVCMJKJLGRJX-UHFFFAOYSA-N;AKOS014476315;CS-W004468;SB79772;CS-13213;SY123298;tert-Butyl(2-chloropyridin-3-yl)carbamate;FT-0729186;EN300-206422;(2-chloro-pyridin-3-yl)-carbamicacidtert-butylester;(2-Chloropyridin-3-yl)carbamic acid tert-butyl ester;Carbamic acid, N-(2-chloro-3-pyridinyl)-, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl (2-chloropyridin-3-yl)carbamate

Chemical Property:

• Melting Point: 84-85 °C(Solv: isopropanol (67-63-0))
• Boiling Point: 279.6±25.0 °C(Predicted)
• PKA: 12.00±0.70(Predicted)
• PSA: 51.22000
• Density: 1.245±0.06 g/cm3(Predicted)
• LogP: 3.15500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.0665554
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

tert-ButylN-(2-chloropyridin-3-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=C(N=CC=C1)Cl

Technology Process of tert-Butyl (2-chloropyridin-3-yl)carbamate

There total 3 articles about tert-Butyl (2-chloropyridin-3-yl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2-chloro-3-aminopyridine (6298-19-7) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl N-(2-chloro-3-pyridinyl)carbamate (209798-48-1)

Guidance literature:

2-chloro-3-aminopyridine; With sodium hexamethyldisilazane; In tetrahydrofuran; at -10 - 0 ℃; for 0.166667h; Inert atmosphere;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 8 ℃; for 0.5h; Inert atmosphere;

Reference yield: 85.0%

2-chloro-3-aminopyridine (6298-19-7) + tert-butyl chloroformate (24608-52-4) → tert-butyl N-(2-chloro-3-pyridinyl)carbamate (209798-48-1)

Guidance literature:

With triethylamine; In 2-methyltetrahydrofuran; at 60 ℃; for 3h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 62.0%

3-[di(tert-butoxycarbonyl)amino]-2-chloropyridine (749265-07-4) → tert-butyl N-(2-chloro-3-pyridinyl)carbamate (209798-48-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1021/jo800854d

upstream raw materials:

2-chloro-3-aminopyridine

di-tert-butyl dicarbonate

3-[di(tert-butoxycarbonyl)amino]-2-chloropyridine

tert-butyl chloroformate

Downstream raw materials:

3-(3-methoxyphenyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one

3-(2,4-difluoro-phenyl)-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

3-(3-chloro-phenyl)-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

C₉H₉N₃O