2-[2-(4-Chloromethyl-phenyl)-2-oxo-ethyl]-5-(5-fluoro-pyridin-2-ylmethoxy)-2H-pyridazin-3-one → 5-(5-Fluoro-pyridin-2-ylmethoxy)-2-[2-oxo-2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-2H-pyridazin-3-one

HRID 564200Notes

Reaction equation

HRID 564200 reaction equation
BrCC1C=CC(C(=O)CN2C(=O)C=C(OC[C:20]3[CH:25]=[CH:24][C:23](Cl)=[CH:22][N:21]=3)C=N2)=CC=1.Cl[CH2:29][C:30]1[CH:35]=[CH:34][C:33]([C:36](=[O:54])[CH2:37][N:38]2[C:43](=[O:44])[CH:42]=[C:41]([O:45][CH2:46][C:47]3[CH:52]=[CH:51][C:50]([F:53])=[CH:49][N:48]=3)[CH:40]=[N:39]2)=[CH:32][CH:31]=1>>[F:53][C:50]1[CH:51]=[CH:52][C:47]([CH2:46][O:45][C:41]2[CH:40]=[N:39][N:38]([CH2:37][C:36](=[O:54])[C:33]3[CH:34]=[CH:35][C:30]([CH2:29][N:21]4[CH2:22][CH2:23][CH2:24][CH2:25][CH2:20]4)=[CH:31][CH:32]=3)[C:43](=[O:44])[CH:42]=2)=[N:48][CH:49]=1

Participants

3

Reactant 2

HCID 580428282-[2-(4-Chloromethyl-phenyl)-2-oxo-ethyl]-5-(5-fluoro-pyridin-2-ylmethoxy)-2H-pyridazin-3-oneHCID 580428642-[2-(4-Bromomethyl-phenyl)-2-oxo-ethyl]-5-(5-chloro-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

Product 1

HCID 580428295-(5-Fluoro-pyridin-2-ylmethoxy)-2-[2-oxo-2-(4-piperidin-1-ylmethyl-phenyl)-ethyl]-2H-pyridazin-3-one

Procedure

The following examples are prepared as described for example 33.1 (Starting materials: either preparation 18d or 19d depending on substituent X). For example 33.6-33.10 3.0 eq of the corresponding amine are used.

Sources & evidence

ORD record
ord-b64e043686ce458e98339496aa7f5ef3
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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