1-Methyl-3-aminopyrazole → 3-(3-chloro-4-methanesulfonylphenoxy)-5-(2-hydroxy-1-methyl-ethoxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide

HRID 2355039Notes

Reaction equation

HRID 2355039 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]([CH3:26])(=[O:25])=[O:24])=[C:19]([Cl:27])[CH:18]=1.[O:28]([CH2:36][C@H:37]([OH:39])[CH3:38])[Si](C(C)(C)C)(C)C.[NH2:40][C:41]1[CH:45]=[CH:44][N:43]([CH3:46])[N:42]=1>>[Cl:27][C:19]1[CH:18]=[C:17]([CH:22]=[CH:21][C:20]=1[S:23]([CH3:26])(=[O:25])=[O:24])[O:10][C:8]1[CH:9]=[C:4]([CH:5]=[C:6]([O:39][CH:37]([CH3:38])[CH2:36][OH:28])[CH:7]=1)[C:3]([NH:40][C:41]1[CH:45]=[CH:44][N:43]([CH3:46])[N:42]=1)=[O:15]

Participants

5

Reactant 4

HCID 1372541-Methyl-3-aminopyrazoleHCID 13175135(2R)-1-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}propan-2-olHCID 230930614-Bromo-2-chloro-1-methanesulfonylbenzeneHCID 23136427Methyl 3-hydroxy-5-(methoxymethoxy)benzoate

Product 1

HCID 230929963-(3-chloro-4-methanesulfonylphenoxy)-5-(2-hydroxy-1-methyl-ethoxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Procedure

The compound of Production Example 160 was obtained as a white amorphous substance using 5-hydroxy-3-methoxymethoxybenzoic acid methyl ester, 4-bromo-2-chloro-methanesulfonylbenzene, (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 160 was obtained as a white amorphous substance

Sources & evidence

ORD record
ord-cd75dd1d56db4751ad5a701cea8a8f37
Source dataset
uspto-grants-2010_07
Patent number
US07754743B2

Reaction notes

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