ChemicalBook CAS DataBase List Pyrido[2,3-d]pyrimidin-7(8H)-one, 2-amino-8-cyclopentyl-4-methyl-6-(1H-pyrazol-4-yl)-

Pyrido[2,3-d]pyrimidin-7(8H)-one, 2-amino-8-cyclopentyl-4-methyl-6-(1H-pyrazol-4-yl)- synthesis

3synthesis methods

Product Name:Pyrido[2,3-d]pyrimidin-7(8H)-one, 2-amino-8-cyclopentyl-4-methyl-6-(1H-pyrazol-4-yl)-
CAS Number:1013098-90-2
Molecular formula:C16H18N6O
Molecular Weight:310.35

552846-17-0 Synthesis

1-Boc-pyrazole-4-boronic acid pinacol ester

552846-17-0
225 suppliers
$11.00/1g

2-amino-6-bromo-8-cyclopentyl-4-methylpyrido[2,3-d]pyrimidin-7(8H)-one

934495-31-5
1 suppliers
inquiry

Pyrido[2,3-d]pyrimidin-7(8H)-one, 2-amino-8-cyclopentyl-4-methyl-6-(1H-pyrazol-4-yl)-

1013098-90-2
5 suppliers
inquiry

Yield:1013098-90-2 65%

Reaction Conditions:

with potassium carbonate;bis-triphenylphosphine-palladium(II) chloride in N,N-dimethyl-formamide at 120; for 0.166667 h;Microwave irradiation;

Steps:

5

Example 5. Preparation of 2-amino-8-cvclopentyl-6-(1 H-pyrazol-4-yl)-4-methylpyridof2,3-Qipyrimidin- 7(8H)-one (Compound 101 ); To a solution of 2-amino-6-bromo-8-cyclopentyl-4-methylpyrido[2,3-c(lpyrimidin-7(8/-/)-one (100 mg, 0.31 mmol), terf-butyl 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrazole-1-carboxy late ( 110 mg, 1.2 equiv), dichlorobis(triphenylphosphine)palladium(ll) (6.5 mg, 009 mmol), DMF (2 ml_) in a 10 mL microwave vial was added potassium carbonate (3 M, 0.8 ml_). The solution was degassed with N₂ for 10 min before being capped and heated in the microwave reactor for 10 min at 120 ⁰C. Once complete, the reaction was diluted with 1 N NaOH (10 mL) and EtOAc (50 mL). The EtOAc layer was washed with 3N HCI, dried over MgSO₄, filtered, and concentrated under reduced pressure. The crude product was submitted for chromatography purification, the title compound was obtained in (62.5 mg, 65% yield). LRMS: 311 (M+H)⁺.¹H NMR (DMSO-CC₆, 400 MHz): 8.26 (2H, bs), 8.13 (1 H, s), 7.09 (2H, bs), 6.04-5.99 (1 H, m), 2.59 (3H, s), 2.27-2.23 (2H₁ bm), 2.04 (2H, bm), 1.77-1.74 (2H, bm), 1.62 (2H, bm).

References:

WO2008/32162,2008,A1 Location in patent:Page/Page column 36-37

5600-21-5 Synthesis

5600-21-5
319 suppliers
$18.00/25g

1013098-90-2
5 suppliers
inquiry

References

1003-03-8 Synthesis

1003-03-8
211 suppliers
$10.00/1g

1013098-90-2
5 suppliers
inquiry

References