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| | 2-Amino-4-methyl-5-bromopyrimidine Basic information |
| | 2-Amino-4-methyl-5-bromopyrimidine Chemical Properties |
| 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 Codes | Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-39 | | WGK Germany | 3 | | TSCA | N | | HS Code | 29335990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| | 2-Amino-4-methyl-5-bromopyrimidine Usage And Synthesis |
| 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 |
| | 2-Amino-4-methyl-5-bromopyrimidine Preparation Products And Raw materials |
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