tert-Butyl 2-chloropyrimidine-4-carboxylate

tert-Butyl 2-chloropyrimidine-4-carboxylate Suppliers list
Company Name: Amadis Chemical Company Limited  
Tel: 571-89925085
Email: sales@amadischem.com
Company Name: Aikon International Limited  
Tel: 025-58859352 13913916777
Email: dt3@aikonchem.com
Company Name: Henan Alpha Chemical Co., Ltd.  
Tel: 0371-55055611 18137792234
Email: 3957071458@qq.com
Company Name: Suzhou Chenrui Biotechnology Co. LTD  
Tel: 17625585511
Email: 1580084073@qq.com
Company Name: Energy Chemical  
Tel: 400-0056266
Email: marketing1@energy-chemical.com
tert-Butyl 2-chloropyrimidine-4-carboxylate Basic information
Product Name:tert-Butyl 2-chloropyrimidine-4-carboxylate
Synonyms:tert-Butyl 2-chloropyrimidine-4-carboxylate;4-Pyrimidinecarboxylic acid, 2-chloro-, 1,1-dimethylethyl ester;4-Boc-2-chloropyrimidine
CAS:220041-42-9
MF:C9H11ClN2O2
MW:214.65
EINECS:
Product Categories:
Mol File:220041-42-9.mol
tert-Butyl 2-chloropyrimidine-4-carboxylate Structure
tert-Butyl 2-chloropyrimidine-4-carboxylate Chemical Properties
Boiling point 323.3±15.0 °C(Predicted)
density 1.224±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-3.71±0.20(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
tert-Butyl 2-chloropyrimidine-4-carboxylate Usage And Synthesis
Synthesis
2-Chloropyrimidine-4-carboxylic acid

149849-92-3

tert-Butanol

75-65-0

tert-Butyl 2-chloropyrimidine-4-carboxylate

220041-42-9

A suspension of 2-chloropyrimidine-4-carboxylic acid (0.501 g) was added to a 100 mL round bottom flask under nitrogen protection, followed by pyridine (3 mL, 37.1 mmol) and p-toluenesulfonyl chloride (1.196 g, 6.27 mmol). Tert-butanol (20 mL, 209 mmol) was added to the mixture and the reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the reaction solution was neutralized by slow addition of saturated aqueous sodium bicarbonate and the mixture was subsequently concentrated under reduced pressure. Water was added to the concentrate to induce precipitate formation, the precipitate was collected by filtration and the filter cake was washed with water. The resulting wet solid was processed by freeze drying to afford tert-butyl 2-chloropyrimidine-4-carboxylate (0.526 g, 78% yield) as a light beige solid. HPLC (Analytical Method A) retention time: 1.735 min. 1H NMR (400 MHz, CDCl3) δ 8.83 (d, J = 5.1 Hz, 1H), 7.85 (d, J = 4.7 Hz, 1H), 1.64 (s, 9H).

References[1] Patent: US9598419, 2017, B1. Location in patent: Page/Page column 56
[2] Patent: WO2011/139107, 2011, A2. Location in patent: Page/Page column 93-94
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 22, p. 10176 - 10189
tert-Butyl 2-chloropyrimidine-4-carboxylate Preparation Products And Raw materials
Raw materials2-Chloropyrimidine-4-carboxylic acid-->tert-Butanol
Tag:tert-Butyl 2-chloropyrimidine-4-carboxylate(220041-42-9) Related Product Information