4-Bromo-N,N-dimethylbenzenesulphonamide → 3-(4-dimethylsulfamoylphenoxy)-5-(2-hydroxy-1-methyl-ethoxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide

HRID 2113853Notes

Reaction equation

HRID 2113853 reaction equation
CO[C:3](=[O:15])[C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[C:6](OCOC)[CH:5]=1.Br[C:17]1[CH:22]=[CH:21][C:20]([S:23](=[O:28])(=[O:27])[N:24]([CH3:26])[CH3:25])=[CH:19][CH:18]=1.[O:29]([CH2:37][C@H:38]([OH:40])[CH3:39])[Si](C(C)(C)C)(C)C.[NH2:41][C:42]1[CH:46]=[CH:45][N:44]([CH3:47])[N:43]=1>>[CH3:25][N:24]([CH3:26])[S:23]([C:20]1[CH:21]=[CH:22][C:17]([O:10][C:8]2[CH:9]=[C:4]([CH:5]=[C:6]([O:40][CH:38]([CH3:39])[CH2:37][OH:29])[CH:7]=2)[C:3]([NH:41][C:42]2[CH:46]=[CH:45][N:44]([CH3:47])[N:43]=2)=[O:15])=[CH:18][CH:19]=1)(=[O:28])=[O:27]

Participants

5

Reactant 4

HCID 128184-Bromo-N,N-dimethylbenzenesulphonamideHCID 1372541-Methyl-3-aminopyrazoleHCID 13175135(2R)-1-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}propan-2-olHCID 23136427Methyl 3-hydroxy-5-(methoxymethoxy)benzoate

Product 1

HCID 230930933-(4-dimethylsulfamoylphenoxy)-5-(2-hydroxy-1-methyl-ethoxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Procedure

The compound of Production Example 157 was obtained as a white amorphous substance using 5-hydroxy-3-methoxymethoxybenzoic acid methyl ester, 4-bromo-dimethylsulfamoylbenzene, (2R)-1-(t-butyldimethylsiloxy)-2-hydroxypropane and 3-amino-1-methyl-1H-pyrazole, by the same method as in Production Example 42, a corresponding method, or a combination thereof with an ordinary method.

Workup

  1. customThe compound of Production Example 157 was obtained as a white amorphous substance

Sources & evidence

ORD record
ord-147bf2e1b7e240a78e5f2293e220fadb
Source dataset
uspto-grants-2008_10
Patent number
US07432287B2

Reaction notes

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