5-Methylpyrazin-2-amine → (S)-3-hydroxy-5-(1-methoxypropan-2-yloxy)-N-(5-methylpyrazin-2-yl)benzamide
Reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:11][C@@H:12]([CH3:16])[CH2:13][O:14][CH3:15])[CH:10]=1)[C:5]([OH:7])=O.[CH3:17][C:18]1[N:19]=[CH:20][C:21]([NH2:24])=[N:22][CH:23]=1>>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([O:11][C@@H:12]([CH3:16])[CH2:13][O:14][CH3:15])[CH:10]=1)[C:5]([NH:24][C:21]1[CH:20]=[N:19][C:18]([CH3:17])=[CH:23][N:22]=1)=[O:7]Participants
3
Procedure
It will be appreciated by those skilled in the art that the sequence of steps in the processes described above may be performed in a different order for example 3-hydroxy-5-[(1S)-2-methoxy-1-methylethoxy]benzoic acid may be reacted with 5-methylpyrazine-2-amine to give (S)-3-hydroxy-5-(1-methoxypropan-2-yloxy)-N-(5-methylpyrazin-2-yl)benzamide, for example as described below. The conversion of (S)-3-hydroxy-5-(1-methoxypropan-2-yloxy)-N-(5-methylpyrazin-2-yl)benzamide into 3-{[5-(azetidin-1-ylcarbonyl)pyrazin-2-yl]oxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(5-methylpyrazin-2-yl)benzamide may be carried out as described in WO2007/007041.
Sources & evidence
- ORD record
- ord-07f68b19e52c407392cbedffe6eb2532
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08076481B2
Reaction notes
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