2-Amino-2-[4-(trifluoromethoxy)phenyl]ethan-1-ol → HCID 118590160, compound

HRID 520239Notes

Reaction equation

HRID 520239 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]([F:15])([F:14])[F:13])=[CH:7][CH:6]=1)[CH2:3][OH:4].[N:16]([C:19]1[CH:24]=[CH:23][C:22]([C:25]2[N:29]=[CH:28][N:27]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:38])[F:37])=[CH:32][CH:31]=3)[N:26]=2)=[CH:21][CH:20]=1)=[C:17]=[S:18]>>[OH:4][CH2:3][CH:2]([NH:1][C:17]([NH:16][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[N:29]=[CH:28][N:27]([C:30]3[CH:35]=[CH:34][C:33]([C:36]([F:39])([F:37])[F:38])=[CH:32][CH:31]=3)[N:26]=2)=[CH:21][CH:20]=1)=[S:18])[C:5]1[CH:6]=[CH:7][C:8]([O:11][C:12]([F:13])([F:14])[F:15])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 148532522-Amino-2-[4-(trifluoromethoxy)phenyl]ethan-1-olHCID 1185901713-(4-isothiocyanatophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole

Product 1

HCID 118590160HCID 118590160, compound

Procedure

The title compound was prepared with 2-amino-2-(4-(trifluoromethoxy)phenyl)ethanol and 3-(4-isothiocyanatophenyl)-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole and isolated as a white solid (1.58 g, 99%): 1H NMR (300 MHz, CDCl3) δ 8.07 (s, 1H), 7.67 (d, J=8.5 Hz, 2H), 7.37-7.26 (m, 3H), 7.21 (d, J=8.6 Hz, 2H), 6.76 (dd, J=11.6, 8.6 Hz, 4H), 6.64-6.56 (m, 3H), 6.43 (d, J=7.9 Hz, 1H), 5.13 (s, 1H), 3.45 (dd, J=11.2, 4.0 Hz, 1H), 3.33 (dd, J=11.2, 4.5 Hz, 1H); ESIMS m/z 568 ([M+H]+).

Sources & evidence

ORD record
ord-21564a2a225d496e9828f772a9daaf40
Source dataset
uspto-grants-2016_05
Patent number
US09326516B2

Reaction notes

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