| Identification | Back Directory | [Name]
2-Amino-4-methyl-5-bromopyrimidine | [CAS]
17321-93-6 | [Synonyms]
100704
5-Bromo-4-methyl-2-pyrimidinamine
5-Bromo-4-methyl-2-aminopyrimidine
2-amino-4-methyl-5-bromopyrimidine
2-Amino-5-bromo-4-methylpyrimidine
2-PyriMidinaMine,5-broMo-4-Methyl-
5-bromo-4-methylpyrimidine-2-ylamine
5-BROMO-4-METHYL-PYRIMIDIN-2-YLAMINE
2-AMino-5-broMo-4-MethylpyriMidine 97%
2-Amino-4-methyl-5-bromopyrimidine ISO 9001：2015 REACH
2-AMino-5-broMo-4-MethylpyriMidine | [Molecular Formula]
C5H6BrN3 | [MDL Number]
MFCD00094469 | [MOL File]
17321-93-6.mol | [Molecular Weight]
188.03 |
| Chemical Properties | Back Directory | [Melting point ]
192-194℃ | [Boiling point ]
345.4±34.0 °C(Predicted) | [density ]
1.699±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
2.47±0.10(Predicted) | [Appearance]
White to light yellow Solid | [InChI]
InChI=1S/C5H6BrN3/c1-3-4(6)2-8-5(7)9-3/h2H,1H3,(H2,7,8,9) | [InChIKey]
LPQVTZJEIXYDQA-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Br)C(C)=N1 | [CAS DataBase Reference]
17321-93-6 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-amino-4-methyl-5-bromopyrimidine from 2-amino-4-methylpyrimidine: To a solution of 4-methylpyrimidin-2-ylamine (10.9 g, 100 mmol) in chloroform (400 mL) was added N-bromosuccinimide (17.8 g, 100 mmol). The reaction mixture was stirred under light-avoiding conditions for 15 hours. Upon completion of the reaction, the mixture was transferred to dichloromethane (140 mL) and washed sequentially with 1N sodium hydroxide solution (3 x 200 mL) and saturated sodium chloride solution (100 mL). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give 5-bromo-4-methylpyrimidin-2-ylamine (18.8 g, 99% yield). The product was detected by LCMS (m/z): 188.0/190.0 (MH+). 1H NMR (CDCl3) data: δ 8.22 (s, 1H), 5.02 (bs, 2H), 2.44 (s, 3H). | [References]
[1] Patent: WO2007/84786, 2007, A1. Location in patent: Page/Page column 91-92
[2] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 10, p. 774 - 779
[3] Patent: WO2011/130628, 2011, A1. Location in patent: Page/Page column 180
[4] Patent: US2013/102595, 2013, A1. Location in patent: Paragraph 0377; 0378
[5] Patent: JP2015/187145, 2015, A. Location in patent: Paragraph 0330 |
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