Methyl 3-[4-(bromomethyl)phenyl]propanoate → 3-(4-{[(4-chloro-benzenesulfonyl)-((R)-5,5-dimethyl-2-oxo-azepan-3-yl)-amino]-methyl}-phenyl)-propionic acid methyl ester

HRID 852003Notes

Reaction equation

HRID 852003 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@@H:12]2[CH2:18][C:17]([CH3:20])([CH3:19])[CH2:16][CH2:15][NH:14][C:13]2=[O:21])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:22][O:23][C:24](=[O:35])[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33]Br)=[CH:29][CH:28]=1>>[CH3:22][O:23][C:24](=[O:35])[CH2:25][CH2:26][C:27]1[CH:28]=[CH:29][C:30]([CH2:33][N:11]([S:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)(=[O:10])=[O:9])[C@@H:12]2[CH2:18][C:17]([CH3:19])([CH3:20])[CH2:16][CH2:15][NH:14][C:13]2=[O:21])=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 54283580Methyl 3-[4-(bromomethyl)phenyl]propanoateHCID 694892204-Chloro-N-((R)-5,5-dimethyl-2-oxo-azepan-3-yl)-benzenesulfonamide

Product 1

HCID 115117683-(4-{[(4-chloro-benzenesulfonyl)-((R)-5,5-dimethyl-2-oxo-azepan-3-yl)-amino]-methyl}-phenyl)-propionic acid methyl ester

Procedure

4-Chloro-N-((R)-5,5-dimethyl-2-oxo-azepan-3-yl)-benzenesulfonamide was alkylated using 3-(4-bromomethyl-phenyl)-propionic acid methyl ester analogous to Example 2c to yield 3-(4-{[(4-chloro-benzenesulfonyl)-((R)-5,5-dimethyl-2-oxo-azepan-3-yl)-amino]-methyl}-phenyl)-propionic acid methyl ester: MS: m/e=507.6 (MH+).

Sources & evidence

ORD record
ord-4d2a63f6789744698a065012bd2ef1cd
Source dataset
uspto-grants-2007_08
Patent number
US07253158B2

Reaction notes

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