2,4,5-Trichloro-7H-pyrrolo[2,3-d]pyrimidine synthesis
- Product Name:2,4,5-Trichloro-7H-pyrrolo[2,3-d]pyrimidine
- CAS Number:1053228-28-6
- Molecular formula:C6H2Cl3N3
- Molecular Weight:222.46
90213-66-4
1053228-28-6
2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine (2.0 g, 10.64 mmol) was used as a starting material, which was dissolved in dichloromethane/tetrahydrofuran (DCM/THF, 15 mL/6 mL) mixed solvent. Subsequently, N-chlorosuccinimide (NCS, 1.70 g, 12.76 mmol) was added to the solution. The reaction mixture was placed in a microwave reactor, heated to 90 °C and kept at this temperature for 2.5 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by fast column chromatography with the eluent being a 9:1 (v/v) hexane/ethyl acetate solvent mixture to afford 2,4,5-trichloro-7H-pyrrolo[2,3-d]pyrimidine (2.2 g, 93% yield) as a white crystalline solid. Mass spectrometry (MS) analysis showed m/z 223.48 [M + 1].
![7H-Pyrrolo[2,3-d]pyrimidine-2,4-diol](/CAS/GIF/39929-79-8.gif)
39929-79-8
200 suppliers
$8.00/250mg
1053228-28-6
93 suppliers
$28.00/100mg
Yield:-
Steps:
Multi-step reaction with 2 steps
1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / toluene / 70 - 106 °C
2: N-chloro-succinimide / dichloromethane; tetrahydrofuran / 2.5 h / 90 °C / Microwave irradiation
References:
Hatcher, John M.;Zhang, Jinwei;Choi, Hwan Geun;Ito, Genta;Alessi, Dario R.;Gray, Nathanael S. [ACS Medicinal Chemistry Letters,2015,vol. 6,# 5,p. 584 - 589]
90213-66-4
493 suppliers
$8.00/250mg
1053228-28-6
93 suppliers
$28.00/100mg
90213-66-4
493 suppliers
$8.00/250mg
![2,4-DICHLORO-5-FLUORO-7H-PYRROLO[2,3-D]PYRIMIDINE](/CAS/GIF/1053228-29-7.gif)
1053228-29-7
67 suppliers
$174.00/100mg
1053228-28-6
93 suppliers
$28.00/100mg