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Chemistry
Heterocyclic Building Blocks
Naphthyridines
6-Amino-8-bromo-1,7-naphthyridine
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Naphthyridines
Amines Bromides

[ CAS No. 5912-35-6 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 5912-35-6
Chemical Structure| 5912-35-6
Structure of 5912-35-6 *Storage: {[proInfo.prStorage]}

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*Storage: {[proInfo.prStorage]}

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Quality Control of [ 5912-35-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 5912-35-6 ]

SDS

Product Details of [ 5912-35-6 ]

CAS No. :5912-35-6MDL No. :MFCD09702034
Formula : C8H6BrN3 Boiling Point : 407.187°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :224.06Pubchem ID :10704335
Synonyms :

Computed Properties of [ 5912-35-6 ]

TPSA : 51.8 H-Bond Acceptor Count : 3
XLogP3 : 1.8 H-Bond Donor Count : 1
SP3 : 0.00 Rotatable Bond Count : 0

Safety of [ 5912-35-6 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305 P351 P338UN#:N/A
Hazard Statements:H302-H312-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5912-35-6 ]

  • Upstream synthesis route of [ 5912-35-6 ]
  • Downstream synthetic route of [ 5912-35-6 ]

[ 5912-35-6 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 5912-34-5 ]
  • [ 5912-35-6 ]
YieldReaction ConditionsOperation in experiment
71%
Stage #1: at 0℃; for 0.50 h;
Stage #2: With sodium hydrogencarbonate In water		 (3) 8-bromo-l,7-naphthyridin-6-amine.; To a 50 mL round-bottomed flask was added hydrobromic acid, 30percent in acetic acid (317 μl, 5868 μmol). 3-(cyanomethyl)picolinonitrile (280 mg, 1956 μmol) in AcOH (0.5 mL) was then added at 0 0C. The reaction mixture was stirred at 0 0C for 30 min. The solid was filtered out and washed with 50percent EtOAc/hexanes. The solid was treated with sat. NaHCO3 (5 mL) and the mixture was extracted with EtOAc (2 x 50 mL). The organic extract was washed with satd NaCl (5 mL), dried over Na2SO4, filtered and <n="130"/>concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with 40percent EtOAc/hexanes to give 8-bromo-l,7-naphthyridin-6-amine (312 mg, 71percent yield). MS (ESI pos. ion) m/z calc'd for C8H6BrN3: 223.0, 225.0; found 224.0, 226.0. 1H NMR (300 MHz, CHLOROFORM-^) δ ppm 4.63 (s, 2 H) 6.61 (s, 1 H) 7.42 (dd, J=8.48, 4.09 Hz, 1 H) 7.85 (dd, J=8.48, 1.61 Hz, 1 H) 8.78 (dd, J=3.95, 1.61 Hz, 1 H)
Reference： [1] Journal of Medicinal Chemistry, 2000, vol. 43, # 4, p. 675 - 682
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4735 - 4751
[4] Patent: WO2009/155121, 2009, A2. Location in patent: Page/Page column 127-128
[5] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[6] Patent: US6136821, 2000, A
[7] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7472 - 7479
  • 2
  • [ 6635-88-7 ]
  • [ 5912-35-6 ]
Reference： [1] Journal of Medicinal Chemistry, 2000, vol. 43, # 4, p. 675 - 682
[2] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7472 - 7479
  • 3
  • [ 6443-85-2 ]
  • [ 5912-35-6 ]
Reference： [1] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7472 - 7479
  • 4
  • [ 20970-75-6 ]
  • [ 5912-35-6 ]
Reference： [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4735 - 4751
[2] Patent: WO2009/155121, 2009, A2
  • 5
  • [ 116986-13-1 ]
  • [ 5912-35-6 ]
Reference： [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4735 - 4751
[2] Patent: WO2009/155121, 2009, A2

Tags: 5912-35-6 synthesis path| 5912-35-6 SDS| 5912-35-6 COA| 5912-35-6 purity| 5912-35-6 application| 5912-35-6 NMR| 5912-35-6 COA| 5912-35-6 structure

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