4-(Trifluoromethoxy)aniline → HCID 89908067, compound

HRID 629070Notes

Reaction equation

HRID 629070 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5]([OH:7])=O.[F:12][C:13]([F:23])([F:22])[O:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[Cl:11])[C:5]([NH:19][C:18]1[CH:20]=[CH:21][C:15]([O:14][C:13]([F:12])([F:22])[F:23])=[CH:16][CH:17]=1)=[O:7]

Participants

3

Reactant 2

HCID 6008484-(Trifluoromethoxy)anilineHCID 27355443-Bromo-4-chlorobenzoic acid

Product 1

HCID 89908067HCID 89908067, compound

Procedure

The title compound was prepared in an analogous fashion to that described in Stage 18.1 using 3-bromo-4-chlorobenzoic acid and 4-(trifluoromethoxy)aniline to afford an off-white solid. UPLC-MS (Condition 1) tR=3.38 min, m/z=393.9-395.8 [M+H]+, m/z=391.9-393.9 [M−H]−; 1H-NMR (400 MHz, DMSO-d6) δ ppm 7.38 (d, J=8.3 Hz, 2H) 7.82 (d, J=8.3 Hz, 1H) 7.87 (d, J=9.0 Hz, 2H) 7.97 (dd, J=8.4, 2.1 Hz, 1H) 8.34 (d, J=2.2 Hz, 1H) 10.55 (s, 1H).

Workup

  1. customto afford an off-white solid

Sources & evidence

ORD record
ord-0c946126a84e42eb9df73ed087d043c2
Source dataset
uspto-grants-2016_04
Patent number
US09315489B2

Reaction notes

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