4-Cyanophenylboronic acid → HCID 67021352, compound

HRID 1660969Notes

Reaction equation

HRID 1660969 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4](Br)[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[C:13]([C:15]1[CH:20]=[CH:19][C:18](B(O)O)=[CH:17][CH:16]=1)#[N:14]>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:18]2[CH:19]=[CH:20][C:15]([C:13]#[N:14])=[CH:16][CH:17]=2)=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1

Participants

3

Reactant 2

HCID 27343264-Cyanophenylboronic acidHCID 27358803-Bromo-5-(trifluoromethyl)aniline

Product 1

HCID 67021352HCID 67021352, compound

Procedure

The title compound is prepared as described in Example 13 but using 5-amino-3-bromobenzotrifluoride (OAKWOOD PRODUCTS; Inc.) and 1.5 equiv of 4-cyanophenylboronic acid (MATRIX SCIENTIFIC). Silica gel column chromatography purification (Hexane/EtOAc, 4:1) provides the title compound as a white solid: ES-MS: 262.0 [M-H]−; single peak at tR=4.37 min (System 1); Rf=0.09 (Hexane/EtOAc, 4:1).

Workup

  1. customThe title compound is prepared
  2. customSilica gel column chromatography purification (Hexane/EtOAc, 4:1)

Sources & evidence

ORD record
ord-6174a44d17e04db68e49385936773f7f
Source dataset
uspto-grants-2011_10
Patent number
US08030311B2

Reaction notes

Loading…