| Identification | More | [Name]
2-Amino-5-bromo-4,6-dimethylpyrimidine | [CAS]
4214-57-7 | [Synonyms]
2-AMINO-5-BROMO-4,6-DIMETHYLPYRIMIDINE
5-BROMO-4,6-DIMETHYLPYRIMIDINE-2-YLAMINE
5-BROMO-4,6-DIMETHYLPYRIMIDIN-2-AMINE | [Molecular Formula]
C6H8BrN3 | [MDL Number]
MFCD00160498 | [Molecular Weight]
202.05 | [MOL File]
4214-57-7.mol |
| Chemical Properties | Back Directory | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Chloroform (Slightly, Sonicated), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [InChI]
InChI=1S/C6H8BrN3/c1-3-5(7)4(2)10-6(8)9-3/h1-2H3,(H2,8,9,10) | [InChIKey]
ACJZZTRAZBNBGJ-UHFFFAOYSA-N | [SMILES]
C1(N)=NC(C)=C(Br)C(C)=N1 | [CAS DataBase Reference]
4214-57-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-amino-4,6-dimethyl-5-bromopyrimidine from 2-amino-4,6-dimethylpyrimidine: To a stirred solution of 150 mL of acetonitrile containing 4.3 g (34.75 mmol) of 2-amino-4,6-dimethylpyrimidine, 6.15 g (52.12 mmol) of N-bromosuccinimide was added. The reaction mixture was stirred under argon protection at room temperature for 3 hours. Upon completion of the reaction, the precipitate formed was collected by filtration and dried to afford the target product 2-amino-4,6-dimethyl-5-bromopyrimidine as a white solid in a yield of 5.93 g (83% yield). The structure of the product was confirmed by 1H-NMR (CDCl3) δ 5.19 (br, 2H), 2.44 (s, 6H) and 13C-NMR (CDCl3) δ 166.28, 160.73, 109.60, 24.70. | [References]
[1] Patent: WO2011/103536, 2011, A1. Location in patent: Page/Page column 35-37
[2] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 8, p. 608 - 613
[3] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 4, p. 969 - 978
[4] Synthetic Communications, 1991, vol. 21, # 7, p. 901 - 906
[5] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 20, p. 5139 - 5143 |
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