ChemicalBook CAS DataBase List 1-(2-(methylamino)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

1-(2-(methylamino)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate synthesis

7synthesis methods

Product Name:1-(2-(methylamino)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate
CAS Number:743460-48-2
Molecular formula:C21H27N3O2
Molecular Weight:353.46

864686-28-2 Synthesis

1-(2-(3-((4-carbamoylpiperidin-1-yl)methyl)-N-methylbenzamido)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

864686-28-2
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1-(2-(methylamino)ethyl)piperidin-4-yl [1,1'-biphenyl]-2-ylcarbamate

743460-48-2
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Yield:743460-48-2 70%

Reaction Conditions:

with hydrogen;acetic acid;palladium 10% on activated carbon in ethanol; under 3345.86 Torr; for 3 h;

Steps:

4 Biphenyl-2-ylcarbamic Acid 1-(2-Methylaminoethyl)piperidin-4-yl Ester

Preparation 4 Biphenyl-2-ylcarbamic Acid 1-(2-Methylaminoethyl)piperidin-4-yl Ester To a Parr hydrogenation flask was added the product of Preparation 3 (40 g, 0.09 mol) and EtOH (0.5 L). The flask was flushed with nitrogen gas and palladium on activated carbon (15 g, 10 wt % (dry basis), 37% wt/wt) was added along with acetic acid (20 mL). The mixture was kept on the Parr hydrogenator under a hydrogen atmosphere (~50 psi) for 3 hours. The mixture was then filtered and washed with EtOH. The filtrate was condensed and the residue was dissolved in a minimal amount of DCM. Isopropyl acetate (10 volumes) was added slowly to form a solid which was collected to provide 22.0 g of the title compound (70% yield). MS m/z: [M+H⁺] calc'd for C₂₁H₂₇N₃O₂ 354.2; found 354.3. R_f=2.96 min (10-70 ACN: H₂O, reverse phase HPLC).

References:

US2005/203137,2005,A1 Location in patent:Page/Page column 20