2,6-Dichloro-7-methylpurine synthesis
- Product Name:2,6-Dichloro-7-methylpurine
- CAS Number:2273-93-0
- Molecular formula:C6H4Cl2N4
- Molecular Weight:203.03
5451-40-1
74-88-4
2382-10-7
2273-93-0
A reaction was carried out in acetonitrile (200 mL) in the presence of potassium carbonate (1.2 eq., 4.39 g) with 2,6-dichloropurine (5.0 g, 1.0 eq.) and iodomethane (1.1 eq., 1.81 mL). The reaction mixture was stirred at 20 °C for 70 hours. After completion of the reaction, the solvent was removed by rotary evaporator. The crude product was separated by column chromatography (eluent: dichloromethane/methanol, 90/10, v/v) to afford 2,6-dichloro-9-methyl-9H-purine (3.55 g, 66% yield) and 2,6-dichloro-7-methylpurine (1.61 g, 30% yield).
5451-40-1
501 suppliers
$10.00/1g
74-88-4
350 suppliers
$15.00/10g
2382-10-7
92 suppliers
$9.00/250mg
2273-93-0
118 suppliers
$27.00/250mg
Yield: 27% ， 65%
Reaction Conditions:
with potassium carbonate in acetone at 20; for 1.5 h;
Steps:
1 Synthesis of 2, 6-dichloro-7-methyl-7H-purine (28) and 2, 6-dichloro-9-methyl-9H- purine (29, (Scheme 4)
To a solution of dichloropurine 27 (1.36 g, 7.20 mmol) was dissolved in acetone (22.7 mL) and potassium carbonate (1.49 mg, 10.8 mmol) was added at room temperature. Methyl iodide (537 i.il, 8.67 mmol) was added and the mixture was stirred for 1.5 h at room temperature. The reaction mixture was concentrated, water was added to the residue and stirred stirred for 5 mm, and then extracted with ethyl acetate (2 x 100 ml). The combined organic layers were dried on Mg504, filtered and concentrated under reduced pressure. The crude residue was purified by column chromatography. Compound 29 was the major product formed (952 mg, 65%) and was obtained as off-white solid and compound 28 was the minor product (389 mg, 27%) aslo isolated pure as an off-white solid; these results are consistant with the literature (for example WO 2010/034706)
References:
THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING / MCGILL UNIVERSITY;TSANTRIZOS, Youla S.;SEBAG, Michael WO2018/137036, 2018, A1 Location in patent:Paragraph 00231; 00232
5451-40-1
501 suppliers
$10.00/1g
74-88-4
350 suppliers
$15.00/10g
2382-10-7
92 suppliers
$9.00/250mg
2273-93-0
118 suppliers
$27.00/250mg
5451-40-1
501 suppliers
$10.00/1g
74-88-4
350 suppliers
$15.00/10g
2273-93-0
118 suppliers
$27.00/250mg
5451-40-1
501 suppliers
$10.00/1g
74-88-4
350 suppliers
$15.00/10g
2273-93-0
118 suppliers
$27.00/250mg
83-67-0
474 suppliers
$5.00/100mg
2273-93-0
118 suppliers
$27.00/250mg