2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one → HCID 18367910, compound

HRID 379752Notes

Reaction equation

HRID 379752 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([NH:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=1.Br[CH2:17][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=1)=[O:19]>>[NH2:7][C:6]1[C:5]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:9][CH:8]=2)[N:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:17]=1[C:18](=[O:19])[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:27])([F:28])[F:29])[CH:21]=1

Participants

3

Reactant 2

HCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-oneHCID 183678884-Chloro-2-[(ethoxycarbonyl)amino]benzonitrile

Product 1

HCID 18367910HCID 18367910, compound

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 1 from 4-chloro-2-(ethoxycarbonylamino)benzonitrile (Example 1, step 1) and 2-bromo-3′-trifluoromethylacetophenone (M. Kihara, M. Kashimoto, and Y. Kobayashi, Tetrahedron, 1992, 48, 67-78). 1H-NMR (CDCl3) δ: 8.25 (1H, d, J=1.8 Hz), 8.03 (1H, br s), 7.89 (1H, br d, J=7.7 Hz), 7.74 (1H, br d, J=8.1 Hz), 7.59-7.54 (2H, m), 7.33 (1H, dd, J=1.8, 8.4 Hz), 5.93 (2H, br s), 3.80 (2H, q, J=7.0 Hz), 0.88 (3H, t, J=7.0 Hz)

Sources & evidence

ORD record
ord-a87755e760da4fad8370df0ea65497ca
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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