Methyl 2-methyl-3-butenoate → HCID 69639998, compound
Reaction equation
[CH3:1][O:2][C:3](=[O:8])[CH:4]([CH3:7])[CH:5]=[CH2:6].[CH3:9][C:10]1[CH:19]=[C:18]([CH2:20][O:21][C:22]2[CH:30]=[CH:29][C:25]([CH:26]=[N:27][OH:28])=[CH:24][CH:23]=2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1>>[CH3:1][O:2][C:3](=[O:8])[CH:4]([CH:5]1[O:28][N:27]=[C:26]([C:25]2[CH:24]=[CH:23][C:22]([O:21][CH2:20][C:18]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[N:11]=[C:10]([CH3:9])[CH:19]=3)=[CH:30][CH:29]=2)[CH2:6]1)[CH3:7]Participants
3
Procedure
Following a procedure analogous to that used in Example step 1c, but using 2-methyl-but-3-enoic acid methyl ester and 4-(2-methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime from step 1b, the crude product was prepared. The crude product was purified by FCC (flash column chromatography) on silica gel to give 2-{3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-4,5-dihydro-isoxazol-5-yl}-propionic acid methyl ester (0.13 g, 55%) as a solid residue. MS found: (M+H)+=405.
Workup
- customthe crude product was prepared
- customThe crude product was purified by FCC (flash column chromatography) on silica gel
Sources & evidence
- ORD record
- ord-fe5ea69fc7f04c508891613a0dc42015
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07125870B2
Reaction notes
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