Diisopropylethylamine → HCID 58042759, compound

HRID 564131Notes

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]=[C:21]([F:25])[CH:20]=3)=[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:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=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

Reactant 3

HCID 81531Diisopropylethylamine

HCID 14451564-Acetamidopiperidine

HCID 67006807HCID 67006807, compound

Product 1

HCID 58042759HCID 58042759, compound

Procedure

N-[1-(4-{2-[4-(3-Fluoro-benzyloxy)-2-oxo-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidin-4-yl]-acetamide is prepared as example 8.1c from 120 mg (0.29 mmol) 1-[2-(4-bromomethyl-phenyl)ethyl]-4-(3-fluoro-benzyloxy)-1H-pyridin-2-one (example 8.1b), 61 mg (0.43 mmol) N-piperidin-4-yl-acetamide and 126 μL (0.72 mmol) N-ethyl-diisopropylamine as base.

Sources & evidence

ORD record: ord-0d7fb338cd7043dbbba89f1508bddbb1
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08067590B2

Reaction notes

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