4-Bromo-2-(trifluoromethoxy)aniline → HCID 46314437, compound

HRID 2360414Notes

Reaction equation

HRID 2360414 reaction equation
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:10]=[C:9](Br)[CH:8]=[CH:7][C:5]=1[NH2:6].[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1B(O)O>>[F:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:9]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:3][C:2]([F:13])([F:12])[F:1])[CH:10]=1

Participants

3

Reactant 2

HCID 7373824-Bromo-2-(trifluoromethoxy)anilineHCID 27343542-Fluorophenylboronic acid

Product 1

HCID 46314437HCID 46314437, compoundYield 57.1%

Procedure

The title compound (0.294 g) was prepared from 2-trifluoromethoxy-4-bromo aniline (0.5 g, 1.9 mmol) and 2-fluorophenylboronic acid (0.345 g, 2.5 mmol) as a yellow liquid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 7.47 (td, J 1.2, 4.7, 1H), 7.33-7.20 (m, 5H), 6.89 (d, J 8.8, 1H), 5.62 (s, 2H).

Sources & evidence

ORD record
ord-cffc5190ab8249b68f218eaaef8a22fe
Source dataset
uspto-grants-2014_04
Patent number
US08686048B2

Reaction notes

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