[ CAS No. 5912-35-6 ]

Name: 6-Amino-8-bromo-1,7-naphthyridine
Brand: Ambeed
SKU: A238899
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Quality Control of [ 5912-35-6 ]

COA NMR CNMR HPLC LC-MS

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Alternatived Products of [ 5912-35-6 ]

Product Details of [ 5912-35-6 ]

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

Computed Properties of [ 5912-35-6 ]

TPSA :Topological Polar Surface Area	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:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H312-H315-H319-H332-H335	Packing 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 ]

Yield	Reaction Conditions	Operation 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