(R)-N2-(2-methylpropyl)-1-phenyl-ethane-1,2-diamine → {3-[4-((R)-2-(2-methylpropyl)amino-1-phenyl-ethylamino)-piperidin-1-yl]-butyl}-carbamic acid tert-butyl ester

HRID 1711179Notes

Reaction equation

HRID 1711179 reaction equation
[CH3:1][CH:2]([CH3:14])[CH2:3][NH:4][CH2:5][C@@H:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:7].[C:15]([O:19][C:20](=[O:33])[NH:21][CH2:22][CH2:23][CH:24]([N:26]1[CH2:31][CH2:30][C:29](=O)[CH2:28][CH2:27]1)[CH3:25])([CH3:18])([CH3:17])[CH3:16]>>[C:15]([O:19][C:20](=[O:33])[NH:21][CH2:22][CH2:23][CH:24]([N:26]1[CH2:31][CH2:30][CH:29]([NH:7][C@H:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][NH:4][CH2:3][CH:2]([CH3:14])[CH3:1])[CH2:28][CH2:27]1)[CH3:25])([CH3:16])([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 68775155(R)-N2-(2-methylpropyl)-1-phenyl-ethane-1,2-diamineHCID 68775260[3-(4-Oxo-piperidin-1-yl)-butyl]-carbamic acid tert-butyl ester

Product 1

HCID 68777263{3-[4-((R)-2-(2-methylpropyl)amino-1-phenyl-ethylamino)-piperidin-1-yl]-butyl}-carbamic acid tert-butyl esterYield 58.2%

Procedure

Using general procedure A, (R) —N2-(2-methylpropyl)-1-phenyl-ethane-1,2-diamine (350 mg, 1.82 mmol) and [3-(4-oxo-piperidin-1-yl)-butyl]-carbamic acid tert-butyl ester (493 mg, 1.83 mmol) afforded {3-[4-((R)-2-(2-methylpropyl)amino-1-phenyl-ethylamino)-piperidin-1-yl]-butyl}-carbamic acid tert-butyl ester (473 mg, 58%).

Sources & evidence

ORD record
ord-0e2252e24a3e494a8edad0701cca139a
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

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