tert-Butyl 6-chloronicotinate

Base Information

• Chemical Name: tert-Butyl 6-chloronicotinate
• CAS No.: 115309-57-4
• Molecular Formula: C10H12ClNO2
• Molecular Weight: 213.664
• Hs Code.: 2933399090
• European Community (EC) Number: 893-090-3
• DSSTox Substance ID: DTXSID60467973
• Nikkaji Number: J3.183.748K
• Wikidata: Q72455629
• Mol file: 115309-57-4.mol

Synonyms:tert-Butyl 6-chloronicotinate;115309-57-4;Tert-butyl 6-chloropyridine-3-carboxylate;6-CHLORONICOTINIC ACID TERT-BUTYL ESTER;3-Pyridinecarboxylic acid, 6-chloro-, 1,1-dimethylethyl ester;MFCD08277247;tert-butyl 2-chloro-5-pyridinecarboxylate;t-butyl 6chloronicotinate;t-butyl 6-chloronicotinate;SCHEMBL2571730;DTXSID60467973;OFRLMTIBUAXBGV-UHFFFAOYSA-N;AMY39239;ZB1836;AKOS013152831;HE-0017;6-chloro-nicotinic acid tert-butly ester;SY102835;CS-0130069;EN300-261677;W18661;Z1160860788

Chemical Property of tert-Butyl 6-chloronicotinate

Chemical Property:

• Melting Point: 53-54 °C
• Boiling Point: 270.7±20.0 °C(Predicted)
• PKA: -2.13±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:

98%,99%, ^*data from raw suppliers

tert-Butyl6-Chloronicotinate ^*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=CN=C(C=C1)Cl

Technology Process of tert-Butyl 6-chloronicotinate

There total 6 articles about tert-Butyl 6-chloronicotinate 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: 97.0%

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-chloro-5-pyridinecarboxylate (115309-57-4)

Guidance literature:

With dmap; In tetrahydrofuran; for 4.5h; Reflux;

DOI:10.1002/jhet.799

Reference yield: 89.0%

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + N,N-dimethylformamide di-tert-butyl acetal (36805-97-7) → tert-butyl 2-chloro-5-pyridinecarboxylate (115309-57-4)

Guidance literature:

In toluene; for 0.916667h; Heating;

DOI:10.1021/jo0523666

Reference yield: 70.3%

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + tert-butyl alcohol (75-65-0) → tert-butyl 2-chloro-5-pyridinecarboxylate (115309-57-4) + isopropyl 6-chloronicotinate (313350-11-7)

Guidance literature:

6-Chloro-3-pyridinecarboxylic acid; With thionyl chloride; for 3h; Heating / reflux;

tert-butyl alcohol; With triethylamine; In dichloromethane; Heating / reflux;

With sodium hydrogencarbonate; In dichloromethane; water; Product distribution / selectivity;

upstream raw materials:

6-Chloro-3-pyridinecarboxylic acid

N,N-dimethylformamide di-tert-butyl acetal

di-tert-butyl dicarbonate

6-Chloronicotinoyl chloride

Downstream raw materials:

tert-butyl 6-((5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]nonan-7-yl)nicotinate

tert-butyl 6-hydrazinylpyridine-3-carboxylate

BMS-688521

C₂₂H₃₀N₂O₃

Refernces

• 1、 -. "PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND THEIR USE". Paragraph 0338-0339. . Retrieved 2021/09/26.
• 2、 -. "PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND USE". Paragraph 0339-0340; 0369-0370; 0563-0564. . Retrieved 2021/09/26.