2,4,6-Trifluorobenzoyl chloride → HCID 69350874, compound

HRID 970744Notes

Reaction equation

HRID 970744 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([F:12])[C:3]=1[C:4]([Cl:6])=[O:5].[CH3:13][N:14]([CH3:29])[CH:15]1[CH2:20][CH2:19][C:18]([C:21]2[CH:22]=[C:23]([NH2:28])[CH:24]=[C:25]([F:27])[CH:26]=2)=[CH:17][CH2:16]1>>[ClH:6].[CH3:13][N:14]([CH3:29])[CH:15]1[CH2:20][CH2:19][C:18]([C:21]2[CH:22]=[C:23]([NH:28][C:4](=[O:5])[C:3]3[C:2]([F:1])=[CH:10][C:9]([F:11])=[CH:8][C:7]=3[F:12])[CH:24]=[C:25]([F:27])[CH:26]=2)=[CH:17][CH2:16]1

Participants

3

Reactant 2

HCID 1448952,4,6-Trifluorobenzoyl chlorideHCID 58852362HCID 58852362, compound

Product 1

HCID 69350874HCID 69350874, compound

Procedure

Using a method similar to example 10, using 2,4,6-trifluoro-benzoyl chloride and 3-(4-dimethylamino-cyclohex-1-enyl)-5-fluoro-phenylamine (isomer 5A, preparation 5) provides the title compound: Free base MS (ES) m/z=393 (M+H)+; 1H NMR of free base (CDCl3): δ 7.68 (s, 1H), 7.42 (d, 1H, J=10 Hz), 7.28 (s, 1H), 6.91 (dd, 1H, J=10 Hz, J=2 Hz), 6.77 (dd, 2H, J=10 Hz, J=10 Hz), 6.11 (bs, 1H), 2.43 (m, 4H), 2.35 (s, 6H), 2.16 (m, 2H), 1.58 (m, 1H).

Sources & evidence

ORD record
ord-135946ee8ab94cfd81db7b77adf7d0e9
Source dataset
uspto-grants-2007_12
Patent number
US07312236B2

Reaction notes

Loading…