ChemicalBook--->CAS DataBase List--->477871-32-2

477871-32-2

477871-32-2 Structure

477871-32-2 Structure
IdentificationBack Directory
[Name]

2-Amino-3-bromo-5-cyanopyridine
[CAS]

477871-32-2
[Synonyms]

2-Amino-3-bromo-5-cyanopyridine
3-Pyridinecarbonitrile, 6-amino-5-bromo-
2-Amino-3-bromo-5-cyanopyridine ISO 9001:2015 REACH
[Molecular Formula]

C6H4BrN3
[MDL Number]

MFCD02102412
[MOL File]

477871-32-2.mol
[Molecular Weight]

198.02
Chemical PropertiesBack Directory
[Melting point ]

194-195°
[Boiling point ]

294.4±40.0 °C(Predicted)
[density ]

1.80±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[form ]

solid
[pka]

0.72±0.49(Predicted)
[color ]

Beige
[InChI]

InChI=1S/C6H4BrN3/c7-5-1-4(2-8)3-10-6(5)9/h1,3H,(H2,9,10)
[InChIKey]

CKUQTHSGTPGGFK-UHFFFAOYSA-N
[SMILES]

C1=NC(N)=C(Br)C=C1C#N
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P271-P261-P280
[TSCA ]

N
[HazardClass ]

IRRITANT
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-3-bromo-5-cyanopyridine(477871-32-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-5-cyanopyridine

4214-73-7

2-Amino-3-bromo-5-cyanopyridine

477871-32-2

The general procedure for the synthesis of 6-amino-5-bromonicotinonitrile from 2-amino-5-cyanopyridine is as follows: Step 1: To a solution of 6-aminonicotinonitrile (102 mg, 0.86 mmol) in acetic acid (2 mL) was added a solution of bromine in acetic acid (0.86 mmol). The mixture was stirred at room temperature for 2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by rapid chromatography on silica gel (eluent: hexane/ethyl acetate, 3:1, v/v) to afford the title compound 6-amino-5-bromonicotinonitrile (110 mg, 65% yield). The product characterization data are as follows: 1H-NMR (DMSO, 300 MHz): δ 8.26 (d, 1H, J = 2.0 Hz), 8.10 (d, 1H, J = 2.0 Hz), 7.24 (bs, 2H). MS (APCI Neg): m/z 196, 198.

[References]

[1] Patent: WO2005/90337, 2005, A1. Location in patent: Page/Page column 42-43
[2] Patent: WO2008/60907, 2008, A2. Location in patent: Page/Page column 38
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 9, p. 2073 - 2078
[4] Patent: US2015/266872, 2015, A1. Location in patent: Paragraph 0783; 0784
[5] Patent: EP3372601, 2018, A1. Location in patent: Paragraph 0743; 0744
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