4,6-DIIODO-2-METHYLPYRIMIDINE synthesis
- Product Name:4,6-DIIODO-2-METHYLPYRIMIDINE
- CAS Number:66298-49-5
- Molecular formula:C5H4I2N2
- Molecular Weight:345.91
1780-26-3
66298-49-5
General procedure for the synthesis of 4,6-diiodo-2-methylpyrimidine from 4,6-dichloro-2-methylpyrimidine: Synthesis of the key intermediate 6-iodo-2-methylpyrimidin-4-ylamine (Part A): Potassium iodide (3.5 M aqueous solution, 30.0 mL) was added to a solution of acetone (150 mL) containing 4,6-dichloro-2-methylpyrimidine (5.00 g, 0.03 mol) and sodium iodide (23.0 g, 0.15 mol) at room temperature. The reaction mixture was stirred at room temperature for 16 hours before being poured into an ice-water mixture (about 1:1, 250 mL) and allowed to warm slowly to room temperature. The solid formed was collected by diafiltration and washed with deionized water. The solid was dried in air to give 4,6-diiodo-2-methylpyrimidine (9.80 g, 92% yield) as an off-white solid.LC-MS (m/z): 347 ([M+H]+).
1780-26-3
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66298-49-5
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$64.00/250mg
Yield:66298-49-5 92%
Reaction Conditions:
with hydrogen iodide;sodium iodide in water;acetone at 20; for 18 h;
Steps:
A
Key Intermediate 6 flnt-6): |"5-(r3-Ethoxy-benzenesulfonyl)-thia2θl-2-vn-(6-iodo-2-methyl- pyrimidin-4-yl)-amine[0115] Part A: Hydrogen iodide (3.5 M in water, 30.0 mL) was added to a solution of 4,6- dichloro-2-methylpyrimidine (5.00 g, 0.03 mol) and sodium iodide (23.0 g, 0.15 mol) in acetone (150 mL) at RT for 2 h. The reaction mixture was stirred at RT for 16 h, poured onto ice:water [(ca. 1:1) approx. 250 mL] and allowed to warm to RT. The solids were collected by suction filtration, washed with water, and air-dried to give 4,6-diodo-2-methylpyrimidine (9.80 g, 92%) as an off-white solid. LCMS (m/z): 347 (M+H)+
References:
WO2007/75852,2007,A2 Location in patent:Page/Page column 33