2-(Azetidin-1-ylcarbonyl)-5-bromopyridine → 3-{[6-(azetidin-1-ylcarbonyl)pyridin-3-yl]oxy}-N-(1-ethyl-1H-pyrazol-3-yl)-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}benzamide

HRID 1990183Notes

Reaction equation

HRID 1990183 reaction equation
[CH2:1]([N:3]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:23])[C:10]2[CH:15]=[C:14]([O:16][C@@H:17]([CH3:21])[CH2:18][O:19][CH3:20])[CH:13]=[C:12]([OH:22])[CH:11]=2)=[N:4]1)[CH3:2].[N:24]1([C:28]([C:30]2[CH:35]=[CH:34][C:33](Br)=[CH:32][N:31]=2)=[O:29])[CH2:27][CH2:26][CH2:25]1>>[N:24]1([C:28]([C:30]2[N:31]=[CH:32][C:33]([O:22][C:12]3[CH:11]=[C:10]([CH:15]=[C:14]([O:16][C@@H:17]([CH3:21])[CH2:18][O:19][CH3:20])[CH:13]=3)[C:9]([NH:8][C:5]3[CH:6]=[CH:7][N:3]([CH2:1][CH3:2])[N:4]=3)=[O:23])=[CH:34][CH:35]=2)=[O:29])[CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 536296172-(Azetidin-1-ylcarbonyl)-5-bromopyridineHCID 59127176N-(1-Ethyl-1H-pyrazol-3-yl)-3-hydroxy-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}benzamide

Product 1

HCID 160396863-{[6-(azetidin-1-ylcarbonyl)pyridin-3-yl]oxy}-N-(1-ethyl-1H-pyrazol-3-yl)-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}benzamide

Procedure

The preparation of N-(1-ethyl-1H-pyrazol-3-yl)-3-hydroxy-5-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}benzamide and 2-(azetidin-1-ylcarbonyl)-5-bromopyridine was described earlier.

Sources & evidence

ORD record
ord-242cf6bd188141089cbb9a48d06a17ba
Source dataset
uspto-grants-2010_01
Patent number
US07642259B2

Reaction notes

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