Diisopropylethylamine → {1-[2-((S)-2-Methyl-piperidin-1-yl)-ethyl]-piperidin-4-yl}-carbamic acid tert-butyl ester

HRID 2267681Notes

Reaction equation

HRID 2267681 reaction equation
[C:1]([O:5][C:6](=[O:17])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15]O)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[CH3:18][C@H:19]1[CH2:24][CH2:23][CH2:22][CH2:21][NH:20]1.CCN(C(C)C)C(C)C.[I-].C(C[P+](C)(C)C)#N>>[C:1]([O:5][C:6](=[O:17])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:20]2[CH2:21][CH2:22][CH2:23][CH2:24][C@@H:19]2[CH3:18])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 6427443(S)-(+)-2-MethylpiperidineHCID 10514344(Cyanomethyl)trimethylphosphanium iodideHCID 45076484[1-(2-Hydroxy-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

Product 1

HCID 66841611{1-[2-((S)-2-Methyl-piperidin-1-yl)-ethyl]-piperidin-4-yl}-carbamic acid tert-butyl ester

Procedure

It is prepared analogously to 9 starting from tert-butyl ester 8 (2 g, 8.19 mmol), (S)-2-methyl-piperidine (0.985 ml, 8.19 mmol), DIEA (1.8 ml, 10.65 mmol) and cyanomethyl-trimethyl-phosphonium iodide (2.39 g, 9.83 mmol).

Sources & evidence

ORD record
ord-79fb87bb9bf04cc0a313dea10a219013
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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