Ethyl 4-(bromomethyl)benzoate → HCID 66818755, compound

HRID 1024746Notes

Reaction equation

HRID 1024746 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:29])[C:13]2[CH:18]=[C:17]([OH:19])[CH:16]=[C:15]([O:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=3)[CH:14]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].[CH2:30]([O:32][C:33](=[O:42])[C:34]1[CH:39]=[CH:38][C:37]([CH2:40]Br)=[CH:36][CH:35]=1)[CH3:31]>>[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:29])[C:13]2[CH:18]=[C:17]([O:19][CH2:40][C:37]3[CH:36]=[CH:35][C:34]([C:33]([O:32][CH2:30][CH3:31])=[O:42])=[CH:39][CH:38]=3)[CH:16]=[C:15]([O:20][C:21]3[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][CH:22]=3)[CH:14]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 954261Ethyl 4-(bromomethyl)benzoateHCID 66818527HCID 66818527, compound

Product 1

HCID 66818755HCID 66818755, compoundYield 83.5%

Procedure

Using 0.52 g (1.31 mmol) of 4-[3-(4-cyano phenoxy)-5-hydroxy benzoyl]-piperazine-1-carboxylic acid ethyl ester and 4-bromomethyl-benzoic acid ethyl ester (0.318 g, 1.31 mmol) and following the procedure of Example 42(b) affored 0.61 g of the required product. Percentage purity (LCMS): 60.0% (M+1)=557.2+1.

Sources & evidence

ORD record
ord-aecae1de0ab84bd0a5fee142e3aab992
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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