Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI)

Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) Suppliers list
Company Name: Alchem Pharmtech,Inc.
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Products Intro: Product Name:tert-Butyl (2-cyanopyridin-4-yl)carbamate
CAS:262295-94-3
Purity:97+% Package:1g;10g;100g;;1kg Remarks:Z-08681
Company Name: Suzhou ARTK Medchem Co., Ltd.
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Products Intro: Product Name:tert-butylN-(2-cyano-4-pyridyl)carbamate
CAS:262295-94-3
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Company Name: Amadis Chemical Company Limited
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Products Intro: Product Name:N-(2-cyano-4-pyridinyl)carbamic acid tert-butyl ester
CAS:262295-94-3
Purity:0.97 Package:mgs,gs,kgs Remarks:A818332
Company Name: Shanghai Boyle Chemical Co., Ltd.  
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Products Intro: Product Name:tert-butyl 2-cyanopyridin-4-ylcarbaMate
CAS:262295-94-3
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Products Intro: Product Name:tert-butyl 2-cyanopyridin-4-ylcarbamate
CAS:262295-94-3
Purity:95% Package:1g;5g;25g;100g
Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) Basic information
Product Name:Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI)
Synonyms:N-(2-cyano-4-pyridinyl)carbamic acid tert-butyl ester;(2-Cyano-pyridin-4-yl)-carbamic acid tert-butyl ester;Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI);tert-butyl 2-cyanopyridin-4-ylcarbamate;Carbamic acid, N-(2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester;Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester;tert-butyl N-(2-cyano-4-pyridyl)carbamate;4-(Boc-amino)picolinonitrile
CAS:262295-94-3
MF:C11H13N3O2
MW:219.24
EINECS:
Product Categories:N-BOC
Mol File:262295-94-3.mol
Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) Structure
Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
Safety Information
MSDS Information
Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) Usage And Synthesis
Synthesis
tert-Butyl carbamate

4248-19-5

4-BROMO-PYRIDINE-2-CARBONITRILE

62150-45-2

Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI)

262295-94-3

GENERAL STEPS: To a solution of 4-bromopyridine-2-carbonitrile (20 g, 109.29 mmol) in 1,4-dioxane (300 mL) was added sequentially Pd(OAc)2 (2.98 g, 13.27 mmol), XPhos (18.9 g, 39.34 mmol) and Cs2CO3 (50.3 g, 154.38 mmol). The reaction mixture was stirred at 100 °C for 1 hour. After completion of the reaction, the mixture was cooled to room temperature and solid impurities were removed by filtration. The filtrate was concentrated under reduced pressure and purified by fast column chromatography (eluent: EtOAc/petroleum ether = 1/3, v/v) to afford the target compound tert-butyl (2-cyanopyridin-4-yl)carbamate as a yellow solid (23 g, 95% yield).LC-MS (ES, m/z): 220 [M + H]+. 1H NMR (300 MHz, CDCl3) : δ 8.49 (d, J = 5.6 Hz, 1H), 7.87 (d, J = 2.2 Hz, 1H), 7.43 (dd, J = 5.6, 2.2 Hz, 1H), 6.90 (s, 1H), 1.54 (s, 9H) ppm.

References[1] Patent: US2016/243100, 2016, A1. Location in patent: Paragraph 0257-0258
Carbamic acid, (2-cyano-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI) Preparation Products And Raw materials
Raw materialsCarbamic acid, (1-oxido-4-pyridinyl)-, 1,1-dimethylethyl ester (9CI)-->tert-Butyl carbamate-->4-BROMO-PYRIDINE-2-CARBONITRILE-->Trimethylsilyl cyanide-->Cesium carbonate-->1,4-Dioxane-->X-PHOS-->Palladium (II) Acetate
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