Ethyl 3-benzyl-4-[4-[4-(4-pyridyl)piperazin-1-yl]phenoxy]butyrate → 3-Benzyl-4-[4-[4-(4-pyridyl)piperazin-1-yl]phenoxy]-butyric acid

HRID 1290543Notes

Reaction equation

HRID 1290543 reaction equation
C(CC(Br)CC(OCC)=O)C1C=CC=CC=1.[CH2:17]([CH:24]([CH2:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([N:39]2[CH2:44][CH2:43][N:42]([C:45]3[CH:50]=[CH:49][N:48]=[CH:47][CH:46]=3)[CH2:41][CH2:40]2)=[CH:35][CH:34]=1)[CH2:25][C:26]([O:28]CC)=[O:27])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH2:17]([CH:24]([CH2:31][O:32][C:33]1[CH:38]=[CH:37][C:36]([N:39]2[CH2:44][CH2:43][N:42]([C:45]3[CH:50]=[CH:49][N:48]=[CH:47][CH:46]=3)[CH2:41][CH2:40]2)=[CH:35][CH:34]=1)[CH2:25][C:26]([OH:28])=[O:27])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 18918604Ethyl 3-benzyl-4-[4-[4-(4-pyridyl)piperazin-1-yl]phenoxy]butyrateHCID 18918606Ethyl 4-benzyl-3-bromobutyrate

Product 1

HCID 189186233-Benzyl-4-[4-[4-(4-pyridyl)piperazin-1-yl]phenoxy]-butyric acidYield 40%

Procedure

In a similar manner to Example 50 ,but starting from the product of step i) was prepared RS ethyl 3-benzyl-4-[4-[4-(4-pyridyl)piperazin-1-yl]phenoxy]butyrate in 40% yield as an oil; NMR (CDCl3) δ 8.34(2H,d), 7.29(5H,m), 6.9(4H,m), 6.72(2H,m), 5.13(2H,q), 3.85(2H,m), 3.5(4H,m), 3.3(4H,m), 2.9-2.38(5H,m), 1.26(3H,t); m/e 460(M+H)+.

Sources & evidence

ORD record
ord-154a3d7b7062454f9c1ae137e36b6e94
Source dataset
uspto-grants-1998_05
Patent number
US05750754

Reaction notes

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