1-Methyl-3-aminopyrazole → 3-(6-Ethanesulfonylpyridin-3-yloxy)-5-(1-hydroxymethyl-propoxy)-n(1-methyl-1h-pyrazol-3-yl)benzamide

HRID 2355025Notes

Reaction equation

HRID 2355025 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:18]=[CH:19][C:20]([S:23]([CH2:26][CH3:27])(=[O:25])=[O:24])=[N:21][CH:22]=1.[O:28]([CH2:36][C@H:37]([OH:40])[CH2:38][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>>[CH2:26]([S:23]([C:20]1[N:21]=[CH:22][C:17]([O:10][C:8]2[CH:9]=[C:4]([CH:5]=[C:6]([O:40][CH:37]([CH2:36][OH:28])[CH2:38][CH3:39])[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:25])=[O:24])[CH3:27]

Participants

5

Reactant 4

HCID 1372541-Methyl-3-aminopyrazoleHCID 11321679(2R)-1-(tert-butyldimethylsilyloxy)butan-2-olHCID 225031645-Bromo-2-(ethylsulfonyl)pyridineHCID 23136427Methyl 3-hydroxy-5-(methoxymethoxy)benzoate

Product 1

HCID 230930723-(6-Ethanesulfonylpyridin-3-yloxy)-5-(1-hydroxymethyl-propoxy)-n(1-methyl-1h-pyrazol-3-yl)benzamide

Procedure

The compound of Production Example 137 was obtained as a colorless amorphous substance using 5-hydroxy-3-methoxymethoxybenzoic acid methyl ester, 5-bromo-2-ethanesulfonylpyridine, (2R)-1-(tert-butyldimethylsiloxy)-2-hydroxybutane and 3-amino-1-methyl-1H-pyrazole, by the same method as in Production Example 117, a corresponding method, or a combination thereof with an ordinary method.

Workup

  1. customThe compound of Production Example 137 was obtained as a colorless amorphous substance

Sources & evidence

ORD record
ord-7af8e0953f1a4fbcb17bdeb8cf813524
Source dataset
uspto-grants-2010_07
Patent number
US07754743B2

Reaction notes

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