Diethylethanolamine → 4-(2-Pyridinylmethoxy)-1-{4-[2-(diethylamino)ethoxy]phenyl}-1H-pyridin-2-one

HRID 15060

Reaction equation

HRID 15060 reaction equation
ClC1C=C(COC2C=CC(F)=CC=2)C=CN=1.FC1C=CC(CBr)=CC=1.CS([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=1)(=O)=O.C(O[C:46]1[CH:51]=[CH:50][N:49]([C:52]2[CH:57]=[CH:56][C:55]([OH:58])=[CH:54][CH:53]=2)[C:48](=[O:59])[CH:47]=1)C1C=CC=CC=1.[CH2:60]([N:62]([CH2:66][CH3:67])[CH2:63][CH2:64]O)[CH3:61]>>[N:33]1[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=1[CH2:31][O:30][C:46]1[CH:51]=[CH:50][N:49]([C:52]2[CH:53]=[CH:54][C:55]([O:58][CH2:61][CH2:60][N:62]([CH2:66][CH3:67])[CH2:63][CH3:64])=[CH:56][CH:57]=2)[C:48](=[O:59])[CH:47]=1

Participants

6

Reactant 5

HCID 7497DiethylethanolamineHCID 680214-Fluorobenzyl bromideHCID 22417657Methanesulfonic acid pyridin-2-ylmethyl esterHCID 622997992-Chloro-4-[(4-fluorophenoxy)methyl]pyridineHCID 684312834-benzyloxy-1-(4-hydroxyphenyl)-1H-pyridin-2-one

Product 1

HCID 684317974-(2-Pyridinylmethoxy)-1-{4-[2-(diethylamino)ethoxy]phenyl}-1H-pyridin-2-one

Procedure

Steps (1) and (2) of Example 28 were repeated except that 4-fluorobenzyl bromide used in Example 28 was replaced with 2-methanesulfonyloxymethylpyridine, and successively Example 12 was repeated except that so obtained compound was used in place of 4-benzyloxy-1-(4-hydroxyphenyl)-1H-pyridin-2-one in Step (3) and 2-(1-pyrrolidine)ethanol was replaced with 2-(diethylamino)ethanol, to provide the title compound.

Sources & evidence

ORD record
ord-346479f217a54dc0be427131770c50f8
Source dataset
uspto-grants-2010_06
Patent number
US07732456B2

Linked notes

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