6,7-dihydro-5H-cyclopenta[b]pyridin-4-amine synthesis

3synthesis methods

Product Name:6,7-dihydro-5H-cyclopenta[b]pyridin-4-amine
CAS Number:78183-15-0
Molecular formula:C8H10N2
Molecular Weight:134.18

4-Nitro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide

126259-73-2
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6,7-dihydro-5H-cyclopenta[b]pyridin-4-amine

78183-15-0
26 suppliers
$94.00/50mg

Yield:78183-15-0 380 mg

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol; under 1500.15 Torr; for 24 h;

Steps:

2.2-c Step 2-c: Preparation of 6,7-dihydro-5H-cvclopentarb1pyridin-4-amine:

To a stirred solution of 4-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine-l -oxide (640 mg; 3.37 mmol) in MeOH (20 mL) was added 10% palladium on activated carbon (359 mg; 0.34 mmol). The reaction solution was stirred under hydrogen atmosphere (2 bars) for 24 h. Insolubles were removed by filtration and the cake was washed with MeOH. The combined filtrate was concentrated to dryness to afford 6,7- dihydro-5H-cyclopenta[b]pyridin-4-amine (380 mg) as a light brown solid. (0729) MS m/z (+ESI): 135.2 [M+H]⁺. (0730) 'H-NMR (400 MHz, DMSO-i δ ppm: 7.77 (d, J = 5.5 Hz, 1H), 6.27 (d, J= 5.5 Hz, 1H), 5.71 (s, 2H), 2.73 (t, J= 7.7 Hz, 2H), 2.64 (t, J = 7.4 Hz, 2H), 1.99 - 1.92 (m, 2H).

References:

WO2019/72978,2019,A1 Location in patent:Page/Page column 76

533-37-9
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$6.00/5g

78183-15-0
26 suppliers
$94.00/50mg

References

6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide

90685-58-8
29 suppliers
$45.00/50mg

78183-15-0
26 suppliers
$94.00/50mg

References