ChemicalBook CAS DataBase List 5-iodo-7-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-aMine

5-iodo-7-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-aMine synthesis

5synthesis methods

Product Name:5-iodo-7-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-aMine
CAS Number:862729-13-3
Molecular formula:C7H7IN4
Molecular Weight:274.06

163622-50-2

74-88-4

5-iodo-7-Methyl-7H-pyrrolo[2,3-d]pyriMidin-4-aMine

862729-13-3

GENERAL STEPS: To a solution of 750 mg (2.88 mmol) of 5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine dissolved in 20 mL of anhydrous N,N-dimethylformamide (DMF), 190 μL (3.02 mmol) of iodomethane and 795 mg (5.76 mmol) of anhydrous potassium carbonate were added. The reaction mixture was stirred for 8 h at room temperature. After completion of the reaction, the solvent was removed by rotary evaporator. The residue was dissolved in dichloromethane (DCM) and washed with deionized water. The organic layer was dried with anhydrous sodium sulfate, filtered and the solvent was again removed by rotary evaporator to give 394 mg (50% yield) of the target compound 5-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. High resolution mass spectrometry (HRMS, electrospray ionization ESI) analysis resulted in the calculated value of C7H7N4I [M + H]+ 274.9788 and the measured value of 274.9788, which is in agreement with expectations.

163622-50-2
87 suppliers
$13.00/250mg

74-88-4
358 suppliers
$15.00/10g

862729-13-3
52 suppliers
$97.00/100mg

Yield: 50%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide for 8 h;

Steps:

2 7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (cmpd (IIB), step e)
To a solution of 750 mg (2.88 mmol) of 5-iodo-7H-pyrrolo[2,3-d]pyrimidin-4-amine in 20 mL of dry DMF, 190 μL (3.02 mmol) of methyl iodide and 795 mg (5.76 mmol) of anhydrous potassium carbonate were added. After 8 h the solvent was evaporated, the residue taken up with DCM and washed with water. The organic layer was dried over anhydrous Na2S04 and evaporated again to afford 394 mg (50%) of the title compound. HRMS (ESI) calcd for C₇H₇N₄I [M+H]+ 274.9788, found 274.9788.

References:

NERVIANO MEDICAL SCIENCES S.R.L.;ANGIOLINI, Mauro;BUFFA, Laura;MENICHINCHERI, Maria;MOTTO, Ilaria;POLUCCI, Paolo;TRAQUANDI, Gabriella;ZUCCOTTO, Fabio WO2014/184069, 2014, A1 Location in patent:Page/Page column 34; 35