4-(Trifluoromethyl)benzylamine → HCID 67188303, compound
Reaction equation
[CH2:1]([O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[F:18][C:19]([F:29])([F:28])[C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH2:25])=[CH:22][CH:21]=1>>[CH2:1]([O:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][NH:25][CH2:24][C:23]2[CH:22]=[CH:21][C:20]([C:19]([F:18])([F:28])[F:29])=[CH:27][CH:26]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
3
Procedure
The same procedure as employed in the preparation of Example 226 (step a) but using 4-(octyloxy)benzaldehyde and 4-(trifluoromethyl)benzylamine gave the title compound as a colorless oil (86%). 1H NMR (CDCl3, 300 MHz) δ 7.57 (d, 2H, J=7.9 Hz), 7.45 (d, 2H, J=7.9 Hz), 7.22 (m, 2H), 6.85 (m, 2H), 3.93 (t, 2H, J=6.5 Hz), 3.84 (s, 2H), 3.72 (s, 2H), 1.82-1.70 (m, 2H), 1.50-1.23 (m, 10H), 0.89 (m, 3H). M−(LC/MS(ESI)): 406.3 HPLC (Condition A), Rt: 4.42 min (HPLC purity: 98.7%).
Workup
- customThe same procedure as employed in the preparation of Example 226 (step a) but
Sources & evidence
- ORD record
- ord-e462b651cab24dbd95d663a56fe74af0
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07592477B2
Reaction notes
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