3-Hydroxy-N-(5-methylpyrazin-2-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide → 3-[(9-Chloro-4-methyl-5-oxo-2,3,4,5-tetrahydro-1,4-benzoxazepin-8-yl)oxy]-N-(5-methylpyrazin-2-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide

HRID 548738Notes

Reaction equation

HRID 548738 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([O:18][C@H:19]2[CH2:23][CH2:22][O:21][CH2:20]2)[CH:17]=1)[C:5]([NH:7][C:8]1[CH:13]=[N:12][C:11]([CH3:14])=[CH:10][N:9]=1)=[O:6].[Cl:24][C:25]1[C:35]2[O:34][CH2:33][CH2:32][N:31]([CH3:36])[C:30](=[O:37])[C:29]=2[CH:28]=[CH:27][C:26]=1F>>[Cl:24][C:25]1[C:35]2[O:34][CH2:33][CH2:32][N:31]([CH3:36])[C:30](=[O:37])[C:29]=2[CH:28]=[CH:27][C:26]=1[O:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([O:18][C@H:19]2[CH2:23][CH2:22][O:21][CH2:20]2)[CH:17]=1)[C:5]([NH:7][C:8]1[CH:13]=[N:12][C:11]([CH3:14])=[CH:10][N:9]=1)=[O:6]

Participants

3

Reactant 2

HCID 576632213-Hydroxy-N-(5-methylpyrazin-2-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]benzamideHCID 576632269-chloro-8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

Product 1

HCID 159498653-[(9-Chloro-4-methyl-5-oxo-2,3,4,5-tetrahydro-1,4-benzoxazepin-8-yl)oxy]-N-(5-methylpyrazin-2-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide

Procedure

The preparations of 3-hydroxy-N-(5-methylpyrazin-2-yl)-5-[(3S)-tetrahydrofuran-3-yloxy]benzamide and 9-chloro-8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one were described earlier.

Sources & evidence

ORD record
ord-89de8236d0644b02aedfc6c50bd07958
Source dataset
uspto-grants-2011_05
Patent number
US07943607B2

Reaction notes

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