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ChemicalBook CAS DataBase List 1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine synthesis

2synthesis methods
1556-18-9 Synthesis
IODOCYCLOPENTANE

1556-18-9
89 suppliers
$38.96/5g

151266-23-8 Synthesis
3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

151266-23-8
329 suppliers
$22.00/1g

1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

330794-31-5
24 suppliers
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Yield:330794-31-5 60%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 2 h;Heating / reflux;

Steps:



Synthesis of 1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA80); A solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (400 mg, 1.53 mmol) and K2CO3 (1 g, 6 mmol) in DMF (5 ml) was stirred at room temperature under an argon atomosphere. Iodocyclopentane (1.0 g, 0.0084 mol) was added with a syringe. Reaction was refluxed under argon atmosphere for 2 hours. Solid K2CO3 was removed by filtration. Solvent was partially removed in vacuo. Sodium citrate (50 ml) was added and reaction was extracted with EtOAc. Organic phases concentrated in vacuo and purified using silica gel column chromatography [MeOH-CH2Cl2, 5:95] yielding BA80 (300 mg, 60% yield). ESI-MS (M+H)+ m/z calcd 330.0, found 330.0.

References:

US2007/293516,2007,A1 Location in patent:Page/Page column 21