4-Benzyloxy-1-[2-(4-hydroxymethyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one → 4-(5-Bromo-pyridin-2-ylmethoxy)-1-{2-oxo-2-[2-(2,2,2-trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-ethyl}-1H-pyridin-2-one

HRID 564206Notes

Reaction equation

HRID 564206 reaction equation
C(OC1C=CN(CC(C2C=CC(CO)=CC=2)=O)C(=O)C=1)C1C=CC=CC=1.[Br:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:34][O:35][C:36]2[CH:41]=[CH:40][NH:39][C:38](=[O:42])[CH:37]=2)=[N:32][CH:33]=1.Cl[CH2:44][C:45]([C:47]1[CH:56]=[C:55]2[C:50]([CH2:51][CH2:52][N:53]([C:57](=[O:62])[C:58]([F:61])([F:60])[F:59])[CH2:54]2)=[CH:49][CH:48]=1)=[O:46]>>[Br:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:34][O:35][C:36]2[CH:41]=[CH:40][N:39]([CH2:44][C:45](=[O:46])[C:47]3[CH:56]=[C:55]4[C:50]([CH2:51][CH2:52][N:53]([C:57](=[O:62])[C:58]([F:61])([F:59])[F:60])[CH2:54]4)=[CH:49][CH:48]=3)[C:38](=[O:42])[CH:37]=2)=[N:32][CH:33]=1

Participants

4

Reactant 3

HCID 670068424-Benzyloxy-1-[2-(4-hydroxymethyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-oneHCID 670074364-(5-bromo-pyridin-2-ylmethoxy)-1H-pyridin-2-oneHCID 866236881-[7-(2-chloro-acetyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2,2,2-trifluoro-ethanone

Product 1

HCID 866236934-(5-Bromo-pyridin-2-ylmethoxy)-1-{2-oxo-2-[2-(2,2,2-trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-ethyl}-1H-pyridin-2-one

Procedure

4-(5-Bromo-pyridin-2-ylmethoxy)-1-{2-oxo-2-[2-(2,2,2-trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-ethyl}-1H-pyridin-2-one is prepared following preparation 15b (in acetonitrile as solvent) from 3.50 g (12.5 mmol) 4-(5-bromo-pyridin-2-ylmethoxy)-1H-pyridin-2-one (preparation 22.2) and 3.81 g (12.5 mmol) 1-[7-(2-chloro-acetyl)-3,4-dihydro-1H-isoquinolin-2-yl]-2,2,2-trifluoro-ethanone.

Sources & evidence

ORD record
ord-940f80756e064b818be67f8ffd47802c
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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