Potassium Carbonate → 4-Methoxy-1-(4-phenylsulfonylbutyl)-4-tert-butoxycarbonylaminomethylpiperidine

HRID 344276Notes

Reaction equation

[CH3:1][O:2][C:3]1([CH2:9][NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[C:18]1([S:24]([CH2:27][CH2:28][CH2:29][CH2:30]Br)(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:1][O:2][C:3]1([CH2:9][NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:4][CH2:5][N:6]([CH2:30][CH2:29][CH2:28][CH2:27][S:24]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:25])=[O:26])[CH2:7][CH2:8]1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 114827894-Phenylsulfonylbutyl bromide

HCID 54295846tert-butyl N-[(4-methoxypiperidin-4-yl)methyl]carbamate

Product 1

HCID 538344314-Methoxy-1-(4-phenylsulfonylbutyl)-4-tert-butoxycarbonylaminomethylpiperidineYield 100.1%

Procedure

4-Methoxy-4-tert-butoxycarbonylaminomethylpiperidine (1.43 g), 4-phenylsulfonylbutyl bromide (1.7 g) and potassium carbonate (1.6 g) were reacted and treated in the same manner as in Preparation Example 138(1) to give 2.58 g of 4-methoxy-1-(4-phenylsulfonylbutyl)-4-tert-butoxycarbonylaminomethylpiperidine.

Sources & evidence

ORD record: ord-ca144ac1fbed449780d06addd04bd017
Source dataset: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05864039

Reaction notes

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