Methyl iodide → Carbamic acid, (1-methyl-4-piperidinyl)-, 1,1-dimethylethyl ester (9CI)

HRID 555347Notes

Reaction equation

[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].I[CH3:16]>>[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH3:16])[CH2:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 18738310Carbamic acid, (1-methyl-4-piperidinyl)-, 1,1-dimethylethyl ester (9CI)Yield 79.4%

Procedure

The procedure of Preparation Example (1-iii-1) was repeated except for using t-butyl-piperidin-4-ylcarbamate (1.67 g, 8.4 mmol) obtained in Preparation Example 1-ii and iodomethane as the starting materials, to obtain 1.43 g of the title compound as pale yellow oil (yield 79.4%).

Sources & evidence

ORD record: ord-0ac8d2faffba435d833e1f1aab4c3ac9
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08053435B2

Reaction notes

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