Methyl beta-alanate → HCID 58066251, compound
Reaction equation
[F:1][C:2]1[CH:10]=[C:9]([C:11]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[CH3:28])=[C:18]([CH2:29][O:30][CH3:31])[CH:17]=3)[O:13][N:12]=2)[C:8]([F:32])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:33][O:34][C:35](=[O:39])[CH2:36][CH2:37][NH2:38]>>[F:1][C:2]1[CH:10]=[C:9]([C:11]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[CH3:28])=[C:18]([CH2:29][O:30][CH3:31])[CH:17]=3)[O:13][N:12]=2)[C:8]([F:32])=[CH:7][C:3]=1[C:4]([NH:38][CH2:37][CH2:36][C:35]([O:34][CH3:33])=[O:39])=[O:5].[F:1][C:2]1[CH:10]=[C:9]([C:11]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[CH3:28])=[C:18]([CH2:29][O:30][CH3:31])[CH:17]=3)[O:13][N:12]=2)[C:8]([F:32])=[CH:7][C:3]=1[C:4]([NH:38][CH2:37][CH2:36][C:35]([OH:39])=[O:34])=[O:6]Participants
4
Procedure
Methyl N-(2,5-difluoro-4-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate was prepared following the general procedure 14, starting from 2,5-difluoro-4-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoic acid and beta-alanine methyl ester. It was hydrolyzed following general procedure 9 to afford the title compound as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 12.32 (brs, 1H), 8.68 (m, 1H), 8.33 (m, 1H), 8.18 (d, J=7.8 Hz, 1H), 8.03 (m, 1H), 7.70 (m, 1H), 7.44 (d, J=7.9 Hz, 1H), 7.39-7.25 (m, 3H), 7.15 (m, 1H), 4.20 (m, 2H), 3.48 (m, 2H), 3.25 (s, 3H), 2.53 (m, 2H), 2.03 (s, 3H). LC/MS (Method B): 508.0 (M+H)+, 506.1 (M−H)−. HPLC (Method B) Rt 4.83 min (Purity: 98%).
Sources & evidence
- ORD record
- ord-aab310e9daa04a208520476ca1853961
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08815919B2
Reaction notes
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