3-(3-Fluoro-4-methoxybenzoyl)propionic acid → 1-(3-Fluoro-4-methoxyphenyl)-4-(octahydropyrido[1,2-a]pyrazin-2-yl)butane-1,4-dione
Reaction equation
COC1C=C([C:11](=O)[CH2:12][CH2:13][C:14]([N:16]2[CH2:21][CH2:20][N:19]3CCC[C@H:18]3[CH2:17]2)=O)C=CC=1OC.C(OC(N1CCCCC1C(O)=O)=O)(C)(C)C.[CH3:42][O:43][C:44]1[CH:56]=[CH:55][C:47]([C:48]([CH2:50][CH2:51][C:52]([OH:54])=O)=[O:49])=[CH:46][C:45]=1[F:57]>>[F:57][C:45]1[CH:46]=[C:47]([C:48](=[O:49])[CH2:50][CH2:51][C:52]([N:19]2[CH2:20][CH2:21][N:16]3[CH2:14][CH2:13][CH2:12][CH2:11][CH:17]3[CH2:18]2)=[O:54])[CH:55]=[CH:56][C:44]=1[O:43][CH3:42]Participants
4
Reactant 3
Product 1
Procedure
12 mg of the title compound were prepared as described for 1-(3,4-dimethoxyphenyl)-4-((S)-hexahydropyrrolo[1,2-a]pyrazin-2-yl)butane-1,4-dione, using 1-(tert-butoxycarbonyl)piperidine 2 carboxylic acid instead of BOC-protected proline and 3-(4-methoxy-3-fluorobenzoyl)propanoic acid instead of 3-(3,4-dimethoxybenzoyl)propionic acid.
Sources & evidence
- ORD record
- ord-3bf9597dce7545c3a17b56e186f4e07f
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07186721B2
Reaction notes
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