4-Chloropyridine-2-carboxylic acid tert-butyl ester

Product Name: 4-Chloropyridine-2-carboxylic acid tert-butyl ester
CAS No.: 220000-86-2
Chemical Name: 4-Chloropyridine-2-carboxylic acid tert-butyl ester
Synonyms: tert-butyl 4-chloropicolinate;tert-Butyl 4-chloropyridine-2-carboxylate;4-Chloropyridine-2-carboxylic acid tert-butyl ester
CBNumber: CB01512542
Molecular Formula: C10H12ClNO2
Formula Weight: 213.66
MOL File: 220000-86-2.mol

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4-Chloropyridine-2-carboxylic acid tert-butyl ester Property

Boiling point:: 295.3±20.0 °C(Predicted)
Density: 1.173±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: -0.10±0.10(Predicted)
Appearance: White to off-white Solid
CAS DataBase Reference: 220000-86-2

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B809593
Product name: tert-Butyl4-Chloropicolinate
Packaging: 500mg
Price: $220
Updated: 2021/12/16

Ark Pharm

Product number: P000724852
Product name: tert-Butyl 4-chloropicolinate
Purity: 98%
Packaging: 5g
Price: $256
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0044088
Product name: 2-PYRIDINECARBOXYLIC ACID, 4-CHLORO-, 1,1-DIMETHYLETHYL ESTER
Purity: 95.00%
Packaging: 5MG
Price: $505.13
Updated: 2021/12/16

Ark Pharm

Product number: P000724852
Product name: tert-Butyl 4-chloropicolinate
Purity: 98%
Packaging: 250mg
Price: $26
Updated: 2021/12/16

Ark Pharm

Product number: P000724852
Product name: tert-Butyl 4-chloropicolinate
Purity: 98%
Packaging: 1g
Price: $64
Updated: 2021/12/16

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4-Chloropyridine-2-carboxylic acid tert-butyl ester Chemical Properties,Usage,Production

Uses

tert-Butyl 4-Chloropicolinate is used in the synthetic preparation of 2-aminobenzimidazoles as Raf kinase inhibitors.

Synthesis

53750-66-6

75-65-0

220000-86-2

At -40 °C, 4-chloropyridin-2-yl chloride (9.0 g, 51.1 mmol) was dissolved in 1,2-dichloroethane (60 mL) and added slowly and dropwise to a mixed solution containing tert-butanol (25 mL), pyridine (20 mL) and 1,2-dichloroethane (80 mL). The reaction mixture was heated at 50°C for 24 hours. After completion of the reaction, the reaction mixture was diluted with dichloromethane and washed sequentially with 5% aqueous citric acid solution and saturated aqueous NaHCO3 solution. The organic layer was dried with anhydrous MgSO4, filtered and concentrated. Purification by fast column chromatography (silica gel as stationary phase, 20% ethyl acetate/dichloromethane as eluent) afforded tert-butyl 4-chloropyridine-2-carboxylate (9.8 g, 90% yield) as a clarified oil. m/z 213 (M+), 158 (M-Bu+) by LC-MS.

References

[1] Patent: US2005/239820, 2005, A1. Location in patent: Page/Page column 17
[2] Patent: US2013/35492, 2013, A1. Location in patent: Paragraph 0173
[3] Patent: WO2010/51373, 2010, A1. Location in patent: Page/Page column 65
[4] Patent: WO2012/112570, 2012, A1. Location in patent: Page/Page column 49
[5] Patent: US2013/60043, 2013, A1. Location in patent: Paragraph 0176; 1077; 0178

4-Chloropyridine-2-carboxylic acid tert-butyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Chloropyridine-2-carboxylic acid tert-butyl ester Suppliers

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220000-86-2

API intermediates