N-bromobutanimide → 2-(4-Fluoro-phenoxy)-6-{[methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-benzoic acid methyl ester

HRID 409250Notes

Reaction equation

HRID 409250 reaction equation
[CH3:1][O:2][C:3](=[O:19])[C:4]1[C:9]([CH3:10])=[CH:8][CH:7]=[CH:6][C:5]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1.BrN1C(=O)CCC1=O.[CH3:28][O:29][C:30](=[O:43])[CH2:31][NH:32][S:33]([C:36]1[CH:41]=[CH:40][C:39]([CH3:42])=[CH:38][CH:37]=1)(=[O:35])=[O:34]>>[CH3:1][O:2][C:3](=[O:19])[C:4]1[C:9]([CH2:10][N:32]([CH2:31][C:30]([O:29][CH3:28])=[O:43])[S:33]([C:36]2[CH:37]=[CH:38][C:39]([CH3:42])=[CH:40][CH:41]=2)(=[O:35])=[O:34])=[CH:8][CH:7]=[CH:6][C:5]=1[O:11][C:12]1[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 67184N-bromobutanimideHCID 562880Methyl 2-(4-methylphenylsulfonamido)acetateHCID 671101342-(4-Fluoro-phenoxy)-6-methyl-benzoic acid methyl ester

Product 1

HCID 671104232-(4-Fluoro-phenoxy)-6-{[methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-benzoic acid methyl ester

Procedure

The crude title compound was synthesized from 2-(4-fluoro-phenoxy)-6-methyl-benzoic acid methyl ester, N-bromosuccinimide, and (toluene-4-sulfonylamino)-acetic acid methyl ester in analogy to example 18c and was used in the following step without further purification; MS-(+)-ion: M+23=524.4.

Workup

  1. customwas used in the following step without further purification

Sources & evidence

ORD record
ord-c37310bf76ec4ff3afc57e6bf5b6298e
Source dataset
uspto-grants-2014_06
Patent number
US08759373B2

Reaction notes

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