| Identification | More | [Name]
2-Amino-5-bromo-4-methylpyridine | [CAS]
98198-48-2 | [Synonyms]
2-AMINO-5-BROMO-4-METHYLPYRIDINE
2-AMINO-5-BROMO-4-PICOLINE
2-AMINO-5-BROMO-GAMMA-PICOLINE
5-BROMO-4-METHYL-2-PYRIDINYLAMINE
5-BROMO-4-METHYL-PYRIDIN-2-YLAMINE
2-AMINO-4-METHYL-5-BROMOPYRIDINE
2-Amino-5-bromo-4-methylpyridine 98%
2-AMINO-5-BROMO-4-PICOLINE (2-AMINO-5-BROMO-4-METHYLPYRIDINE)
2-Amino-5-bromo-4-methylpyridine ,98% | [EINECS(EC#)]
628-174-9 | [Molecular Formula]
C6H7BrN2 | [MDL Number]
MFCD03427660 | [Molecular Weight]
187.04 | [MOL File]
98198-48-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
148-151 °C (lit.) | [Boiling point ]
254.2±35.0 °C(Predicted) | [density ]
1.5672 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Soluble in methanol. | [form ]
Powder | [pka]
5.27±0.24(Predicted) | [color ]
Cream | [Detection Methods]
HPLC | [InChI]
InChI=1S/C6H7BrN2/c1-4-2-6(8)9-3-5(4)7/h2-3H,1H3,(H2,8,9) | [InChIKey]
JDNCMHOKWINDKI-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Br)C(C)=C1 | [CAS DataBase Reference]
98198-48-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
2-Amino-5-bromo-4-methylpyridine is used as a pharmaceutical intermediate. | [Synthesis]
General procedure for the synthesis of 2-amino-5-bromo-4-methylpyridine from 2-amino-4-methylpyridine: 2-amino-4-methylpyridine (0.5 mmol, 1.0 eq.), p-toluenesulfonic acid (p-TSA, 0.4 mmol, 0.8 eq.), and brominated 1-butylpyridine (1.5 mmol, 3.0 eq.) were added to a 50 mL Schlenk tube ) were added to the mixture. Under air atmosphere, 2-dimethoxyethane (2 mL) was added as solvent. Subsequently, hydrogen peroxide (H2O2, 1.2 mmol, 2.4 eq.) was slowly added to the reaction system. The reaction mixture was stirred at 80 °C for 24 hours. Upon completion of the reaction, the mixture was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate) to afford the target product 2-amino-5-bromo-4-methylpyridine. | [References]
[1] Journal of Medicinal Chemistry, 2010, vol. 53, # 22, p. 7958 - 7966
[2] Tetrahedron Letters, 2014, vol. 55, # 36, p. 5058 - 5061
[3] Journal of Heterocyclic Chemistry, 2004, vol. 41, # 4, p. 569 - 574
[4] Synthetic Communications, 1999, vol. 29, # 1, p. 103 - 110
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 5, p. 1151 - 1175 |
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