2-(Trifluoromethyl)aniline → HCID 44416037, compound

HRID 2264252Notes

Reaction equation

HRID 2264252 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH2:5].C1(S([N:21]2[C:25]3=[N:26][CH:27]=[CH:28][CH:29]=[C:24]3[C:23]([C:30]3[CH:35]=[CH:34][N:33]=[C:32](Cl)[N:31]=3)=[CH:22]2)(=O)=O)C=CC=CC=1>>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:9]=[CH:8][CH:7]=[CH:6][C:4]=1[NH:5][C:32]1[N:31]=[C:30]([C:23]2[C:24]3[C:25](=[N:26][CH:27]=[CH:28][CH:29]=3)[NH:21][CH:22]=2)[CH:35]=[CH:34][N:33]=1

Participants

3

Reactant 2

HCID 69222-(Trifluoromethyl)anilineHCID 59596028HCID 59596028, compound

Product 1

HCID 44416037HCID 44416037, compoundYield 6.3%

Procedure

Using the procedure of example 1, 2-trifluoromethylaniline (131 mg) was reacted with compound 1f (100 mg) to provide compound 29 (6 mg, 6%). 1H NMR (400 MHz, CD3OD) δ 8.56 (d, J=8.0 Hz, 1H), 8.27 (t, J=5.6 Hz, 1H), 8.24 (s, 1H), 8.22 (d, J=1.6 Hz, 1H), 8.03 (d, J=8.0 Hz, 1H), 7.75 (d, J=7.8 Hz, 1H), 7.69 (t, J=8.0 Hz, 1H), 7.40 (t, J=8.0 Hz, 1H), 7.27 (d, J=5.6 Hz, 4.8 Hz, 1H), 7.10 (dd, J=8.0 Hz, 4.8 Hz, 1H). MS (ESI) m/z: 356 (M+H)+.

Sources & evidence

ORD record
ord-53688133d14a4e15ae3285165abb1779
Source dataset
uspto-grants-2010_12
Patent number
US07855205B2

Reaction notes

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