Diisopropylethylamine → N-[1-(4-{2-[4-(2-Fluoro-benzyloxy)-2-oxo-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidin-4-yl]-acetamide

HRID 564135Notes

Reaction equation

HRID 564135 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][N:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[F:25])=[CH:13][C:12]2=[O:26])=[CH:5][CH:4]=1.[NH:27]1[CH2:32][CH2:31][CH:30]([NH:33][C:34](=[O:36])[CH3:35])[CH2:29][CH2:28]1.C(N(C(C)C)C(C)C)C>>[F:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH2:18][O:17][C:14]1[CH:15]=[CH:16][N:11]([CH2:10][CH2:9][C:6]2[CH:7]=[CH:8][C:3]([CH2:2][N:27]3[CH2:32][CH2:31][CH:30]([NH:33][C:34](=[O:36])[CH3:35])[CH2:29][CH2:28]3)=[CH:4][CH:5]=2)[C:12](=[O:26])[CH:13]=1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 14451564-AcetamidopiperidineHCID 670066651-[2-(4-bromomethyl-phenyl)ethyl]-4-(2-fluoro-benzyloxy)-1H-pyridin-2-one

Product 1

HCID 58042701N-[1-(4-{2-[4-(2-Fluoro-benzyloxy)-2-oxo-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidin-4-yl]-acetamide

Procedure

N-[1-(4-{2-[4-(2-Fluoro-benzyloxy)-2-oxo-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidin-4-yl]-acetamide is prepared as example 9.1c from 80 mg (0.19 mmol) 1-[2-(4-bromomethyl-phenyl)ethyl]-4-(2-fluoro-benzyloxy)-1H-pyridin-2-one (example 9.1b), 41 mg (0.29 mmol) N-piperidin-4-yl-acetamide and 84 μL (0.48 mmol) N-ethyl-diisopropylamine as base.

Sources & evidence

ORD record
ord-4a471112dd8249e0a000844a7a236860
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

Loading…