ChemicalBook CAS DataBase List tert-Butyl 4-[(5-aminopyridin-2-yl)oxy]piperidine-1-carboxylate

tert-Butyl 4-[(5-aminopyridin-2-yl)oxy]piperidine-1-carboxylate synthesis

5synthesis methods

Product Name:tert-Butyl 4-[(5-aminopyridin-2-yl)oxy]piperidine-1-carboxylate
CAS Number:346665-41-6
Molecular formula:C15H23N3O3
Molecular Weight:293.36

346665-40-5 Synthesis

4-(5-Nitro-pyridin-2-yloxy)-piperidine-1-carboxylic acid tert-butyl ester

346665-40-5
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tert-Butyl 4-[(5-aminopyridin-2-yl)oxy]piperidine-1-carboxylate

346665-41-6
20 suppliers
$91.90/100mgs:

Yield:346665-41-6 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20; for 14 h;Cooling with ice;

Steps:

6.B B. 4-(5-Amino-pyridin-2-yloxy)-piperidine- 1-carboxylic acid tert-butyl ester, 6d

A solution of 4-(5 -Nitro-pyridin-2-yloxy)-piperidine- 1 -carboxylic acid tert-butyl ester (22.4 g, 69.24 mmol) in methanol (210 mL) was purged with nitrogen. Then Pd/C 10% wet catalyst (1.34 g) was added to the solution. The mixture was purged with hydrogen and stirred under a hydrogen atmosphere at room temperature for 14 h. The catalyst was removed by filtration through diatomaceous earth and the solvent evaporated undervacuum to afford the product (20.3 g, 100%). ‘HNIVIR (300 MHz, Chloroform-d) 1.46(s, 9H), 1.56-1.80 (m, 2H), 1.80-2.11 (m, 2H), 3.06-3.39 (m, 2H), 3.62-3.95 (m,2H), 5.05 (tt, J = 7.8, 3.7 Hz, 1H), 6.53 - 6.59 (m, 1H), 7.01 (dd, J = 8.7, 3.0 Hz, 1H), 7.62(d, J = 2.9 Hz, 1H). C15H23N303 MS m/z 294.2 (M+H).

References:

WO2017/123542,2017,A1 Location in patent:Page/Page column 213; 214

4548-45-2 Synthesis