1-Methyl-3-aminopyrazole → 5-(6-ethanesulfonylpyridin-3-yloxy)-3-(2-methoxy-1-methyl-ethoxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide

HRID 2113841Notes

Reaction equation

HRID 2113841 reaction equation
CO[C:3](=[O:15])[C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[C:6]([O:11][CH2:12]OC)[CH:5]=1.BrC1[CH:18]=[CH:19][C:20]([S:23]([CH2:26][CH3:27])(=[O:25])=[O:24])=[N:21][CH:22]=1.O[C@H:29]([CH3:33])[CH2:30][O:31][CH3:32].[NH2:34][C:35]1[CH:39]=[CH:38][N:37]([CH3:40])[N:36]=1>>[CH2:26]([S:23]([C:20]1[N:21]=[CH:22][C:12]([O:11][C:6]2[CH:7]=[C:8]([O:10][CH:29]([CH3:33])[CH2:30][O:31][CH3:32])[CH:9]=[C:4]([CH:5]=2)[C:3]([NH:34][C:35]2[CH:39]=[CH:38][N:37]([CH3:40])[N:36]=2)=[O:15])=[CH:18][CH:19]=1)(=[O:24])=[O:25])[CH3:27]

Participants

5

Reactant 4

HCID 1372541-Methyl-3-aminopyrazoleHCID 2733589(R)-(-)-1-Methoxy-2-propanolHCID 225031645-Bromo-2-(ethylsulfonyl)pyridineHCID 23136427Methyl 3-hydroxy-5-(methoxymethoxy)benzoate

Product 1

HCID 230930925-(6-ethanesulfonylpyridin-3-yloxy)-3-(2-methoxy-1-methyl-ethoxy)-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Procedure

The compound of Production Example 138 was obtained as a colorless amorphous substance using 5-hydroxy-3-methoxymethoxybenzoic acid methyl ester, 5-bromo-2-ethanesulfonylpyridine, (2R)-2-hydroxy-1-methoxypropane 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 138 was obtained as a colorless amorphous substance

Sources & evidence

ORD record
ord-e9154380647c480b9336139ba8340f84
Source dataset
uspto-grants-2008_10
Patent number
US07432287B2

Reaction notes

Loading…