tert-Butyl 4-chloropicolinate

Base Information

• Chemical Name: tert-Butyl 4-chloropicolinate
• CAS No.: 220000-86-2
• Molecular Formula: C10H12 Cl N O2
• Molecular Weight: 213.664
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90473143
• Nikkaji Number: J1.145.123C
• Wikidata: Q82302328
• Mol file: 220000-86-2.mol

Synonyms:tert-Butyl 4-chloropicolinate;220000-86-2;Tert-butyl 4-chloropyridine-2-carboxylate;4-CHLOROPYRIDINE-2-CARBOXYLIC ACID TERT-BUTYL ESTER;MFCD10565714;2-PYRIDINECARBOXYLIC ACID, 4-CHLORO-, 1,1-DIMETHYLETHYL ESTER;4-Chloropyridine-2-carboxylicacidtert-butylester;tert-Butyl4-chloropicolinate;SCHEMBL724883;DTXSID90473143;BSCMJQUASNXFIA-UHFFFAOYSA-N;AMY24245;AKOS013153002;CS-W023010;PB22403;DS-17150;SY116058;propan-2-yl 4-chloropyridine-2-carboxylate;FT-0699467;EN300-260173;P10913;4-chloro-pyridine-2-carboxylic acid t-butyl ester;A878819;874786-49-9

Chemical Property of tert-Butyl 4-chloropicolinate

Chemical Property:

• Boiling Point: 295.3±20.0 °C(Predicted)
• PKA: -0.10±0.10(Predicted)
• PSA: 39.19000
• Density: 1.173±0.06 g/cm3(Predicted)
• LogP: 2.69030
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.0556563
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl4-Chloropicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1=NC=CC(=C1)Cl
• Uses: tert-Butyl 4-Chloropicolinate is used in the synthetic preparation of 2-aminobenzimidazoles as Raf kinase inhibitors.

Technology Process of tert-Butyl 4-chloropicolinate

There total 7 articles about tert-Butyl 4-chloropicolinate 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: 90.0%

4-chloro-pyridine-2-carbonyl chloride (53750-66-6) + tert-butyl alcohol (75-65-0) → tert-butyl 4-chloropyridine-2-carboxylate (220000-86-2)

Guidance literature:

With pyridine; In 1,2-dichloro-ethane; at -40 - 50 ℃; for 24h;

Reference yield: 70.0%

4-amino-3-fluorophenol (399-95-1) → tert-butyl 4-chloropyridine-2-carboxylate (220000-86-2)

Guidance literature:

4-amino-3-fluorophenol; With potassium tert-butylate; In N,N-dimethyl-formamide; for 0.5h;

In N,N-dimethyl-formamide; at 80 ℃;

Reference yield: 49.6%

4-Chloro-pyridine-2-carboxylic acid methyl ester (24484-93-3) + tert-butyl alcohol (75-65-0) → tert-butyl 4-chloropyridine-2-carboxylate (220000-86-2)

Guidance literature:

tert-butyl alcohol; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃;

4-Chloro-pyridine-2-carboxylic acid methyl ester; In tetrahydrofuran; hexane; at 20 ℃;

upstream raw materials:

4-chloro-pyridine-2-carbonyl chloride

potassium tert-butylate

tert-butyl alcohol

4-Chloro-pyridine-2-carboxylic acid methyl ester

Downstream raw materials:

tert-butyl 4-(4-aminophenoxy)picolinate

tert-butyl 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)picolinate

4-[4-[[[[4-chloro-3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-2-pyridinecarboxylic acid

methyl 4‐(4‐(3‐(4‐chloro‐3‐(trifluoromethyl)phenyl)ureido)phenoxy)picolinate