4-(Trifluoromethyl)aniline → HCID 86706292, compound

HRID 2205879Notes

Reaction equation

HRID 2205879 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]2[CH:8]=[C:9]([C:18]3[CH:19]=[N:20][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:22]=3)[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:4]=2[CH:3]=1.[F:30][C:31]([F:40])([F:39])[C:32]1[CH:37]=[CH:36][C:35]([NH2:38])=[CH:34][CH:33]=1>>[C:26]([O:25][C:23]([N:21]1[CH:22]=[C:18]([C:9]2[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:15])[CH3:16])=[O:12])[C:4]3[CH:3]=[C:2]([NH:38][C:35]4[CH:36]=[CH:37][C:32]([C:31]([F:30])([F:39])[F:40])=[CH:33][CH:34]=4)[N:7]=[CH:6][C:5]=3[CH:8]=2)[CH:19]=[N:20]1)=[O:24])([CH3:29])([CH3:27])[CH3:28]

Participants

3

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 86706270HCID 86706270, compound

Product 1

HCID 86706292HCID 86706292, compoundYield 63%

Procedure

The title compound was prepared in 63% yield from compound (10) and 4-trifluoromethyl phenylamine using the method described for Preparation 35. 1H-NMR (CDCl3, 500 MHz): δ 1.53 (m, 9H), 1.70 (m, 9H), 6.61 (d, J=0.95 Hz, 1H), 6.81 (br s, 1H), 7.47 (d, J=8.51 Hz, 2H), 7.57 (d, J=8.20 Hz, 2H), 7.73 (m, 1H), 7.83 (d, J=0.63 Hz, 1H), 8.23 (d, J=0.63 Hz, 1H), 8.52 (d, J=0.95 Hz, 1H). 19F-NMR (CDCl3): δ −61.73.

Workup

  1. customdescribed for Preparation 35

Sources & evidence

ORD record
ord-ecf996b739b045b2be086150e5e26073
Source dataset
uspto-grants-2016_06
Patent number
US09371319B2

Reaction notes

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