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2-Boc-amino-4-formylpyridine

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2-Boc-amino-4-formylpyridine Basic information

Product Name:
2-Boc-amino-4-formylpyridine
Synonyms:
  • 2-Boc-amino-4-formylpyridine
  • N-(4-Formyl-2-pyridinyl)carbamic acid tert-butyl ester
  • tert-butyl 4-forMylpyridin-2-ylcarbaMate
  • 2-Boc-amino-4-formylpyridin
  • (4-Formyl-pyridin-2-yl)-carbamic acid tert-butyl ester
  • Carbamic acid, N-(4-formyl-2-pyridinyl)-, 1,1-dimethylethyl ester
  • 2-[N,N-mono-(tert-butoxycarbonyl)amino]-pyridyl-4-aldehyde
  • tert-butyl N-(4-formyl-2-pyridyl)carbamate
CAS:
304873-65-2
MF:
C11H14N2O3
MW:
222.24
Product Categories:
  • pharmacetical
Mol File:
304873-65-2.mol
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2-Boc-amino-4-formylpyridine Chemical Properties

Melting point:
125-126℃
Boiling point:
308.8±27.0 °C(Predicted)
Density 
1.212
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
12.20±0.70(Predicted)
Appearance
White to off-white Solid
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Safety Information

HS Code 
2933399990
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2-Boc-amino-4-formylpyridine Usage And Synthesis

Synthesis

304873-62-9

304873-65-2

General procedure for the synthesis of tert-butyl (4-formylpyridin-2-yl)carbamate from (4-(hydroxymethyl)pyridin-2-yl)carbamate: Synthesis of compound 2G: tert-butyl (4-formylpyridin-2-yl)carbamate Compound 2F ((tert-butyl (4-(hydroxymethyl)pyridin-2-yl)carbamate, 2.5 g, 11.15 mmol, 1.00 eq.) was dissolved in dichloroethane (DCE, 25 mL) followed by addition of manganese dioxide (MnO2, 19.4 g, 223.14 mmol, 20.02 eq.). The reaction mixture was stirred at 70 °C overnight. Upon completion of the reaction, the solid catalyst was removed by filtration. The filtrate was concentrated to dryness under reduced pressure to afford 1.4 g (57% yield) of the target product compound 2G as a white solid.

References

[1] Synthesis, 2007, # 16, p. 2529 - 2533
[2] Patent: WO2003/103669, 2003, A1. Location in patent: Page 21
[3] Patent: WO2008/108958, 2008, A2. Location in patent: Page/Page column 32
[4] Patent: WO2008/108957, 2008, A2. Location in patent: Page/Page column 30
[5] Patent: WO2018/209132, 2018, A1. Location in patent: Paragraph 0526

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