4-Cyanophenol → 4-[{2-[(4-Cyanophenyl)oxy]ethyl}(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile

HRID 1173409Notes

Reaction equation

HRID 1173409 reaction equation
[OH:1][CH2:2][CH2:3][N:4]([CH2:17][C:18]([F:21])([F:20])[F:19])[C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([C:13]([F:16])([F:15])[F:14])[CH:6]=1.[C:22]([C:24]1[CH:29]=[CH:28][C:27](O)=[CH:26][CH:25]=1)#[N:23]>>[C:22]([C:24]1[CH:29]=[CH:28][C:27]([O:1][CH2:2][CH2:3][N:4]([CH2:17][C:18]([F:19])([F:20])[F:21])[C:5]2[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([C:13]([F:15])([F:16])[F:14])[CH:6]=2)=[CH:26][CH:25]=1)#[N:23]

Participants

3

Reactant 2

HCID 130194-CyanophenolHCID 866237314-[(2-Hydroxyethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile

Product 1

HCID 116113264-[{2-[(4-Cyanophenyl)oxy]ethyl}(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile

Procedure

Synthesized as described in Example 1C using 4-[(2-hydroxyethyl)(2,2,2-trifluoroethyl)amino]-2-(trifluoromethyl)benzonitrile and 4-cyanophenol: 1H NMR (300 MHz, CD3OD) δ 7.74 (d, J=8.8 Hz, 1H), 7.61 (app. d, J=8.8 Hz, 2H), 7.37 (d, J=2.1 Hz, 1H), 7.27 (dd, J=8.9, 2.4 Hz, 1H), 7.02 (app. d, J=8.8 Hz, 2H), 4.43 (q, J=8.9 Hz, 2H), 4.31 (t, J=5.2 Hz, 2H), 4.08 (t, J=5.1 Hz, 2H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-05c58fadd9254ee0b43b3e216b0e3987
Source dataset
uspto-grants-2010_11
Patent number
US07834063B2

Reaction notes

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