(alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acid → Tert-butyl{[4-oxo-3-({[4-(trifluoromethyl)phenyl]acetyl}amino)-3,4-dihydrophthalazin-1-yl]methyl}carbamate
Reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:19])[N:11]([NH2:20])[N:10]=1)([CH3:4])([CH3:3])[CH3:2].[F:22][C:23]([F:35])([F:34])[C:24]1[CH:29]=[CH:28][C:27]([CH2:30][C:31](O)=[O:32])=[CH:26][CH:25]=1>>[C:1]([O:5][C:6](=[O:21])[NH:7][CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12](=[O:19])[N:11]([NH:20][C:31](=[O:32])[CH2:30][C:27]2[CH:26]=[CH:25][C:24]([C:23]([F:34])([F:22])[F:35])=[CH:29][CH:28]=2)[N:10]=1)([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
The product of Example 41B and 2-[4-(trifluoromethyl)phenyl]acetic acid were treated using a method similar to that described in Example 56 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ 11.67 (s, 1H), 8.32 (dd, J=7.8, 1.4, 1H), 8.11 (d, J=8.0, 1H), 8.04-7.95 (m, 1H), 7.95-7.86 (m, 1H), 7.76-7.69 (m, 2H), 7.63-7.57 (m, 2H), 7.44-7.37 (m, 1H), 4.48-4.41 (m, 2H), 3.79 (bs, 2H), 1.37 (s, 9H); MS (ESI−) M/Z 475 (M−H)−.
Sources & evidence
- ORD record
- ord-4b29bc4093414ee5b6010c2e49039f86
- Source dataset
- uspto-grants-2014_10
- Patent number
- US08859549B2
Reaction notes
Loading…