2-Amino-2-[4-(trifluoromethoxy)phenyl]ethan-1-ol → HCID 118590172, compound

HRID 520229Notes

Reaction equation

HRID 520229 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]([O:36][C:37]([F:40])([F:39])[F:38])=[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:20]=[CH:21][C:22]([C:25]2[N:29]=[CH:28][N:27]([C:30]3[CH:35]=[CH:34][C:33]([O:36][C:37]([F:40])([F:38])[F:39])=[CH:32][CH:31]=3)[N:26]=2)=[CH:23][CH:24]=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 1185901653-(4-Isothiocyanatophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole

Product 1

HCID 118590172HCID 118590172, compound

Procedure

The title compound was prepared with 2-amino-2-(4-(trifluoromethoxy)phenyl)ethanol and 3-(4-isothiocyanato-phenyl)-1-(4-trifluoromethoxy-phenyl)-1H-1,2,4-triazole and isolated as an white solid (1.42 g, 87%) 1H NMR (400 MHz, CDCl3) δ 8.60 (s, 1H), 8.35-8.22 (m, 2H), 7.94 (s, 1H), 7.88-7.71 (m, 2H), 7.51-7.11 (m, 9H), 7.05 (d, J=7.9 Hz, 1H), 5.75 (s, 1H), 4.06 (dd, J=11.2, 3.9 Hz, 1H), 3.94 (dd, J=11.2, 4.7 Hz, 1H); ESIMS m/z 584 ([M+H]+).

Sources & evidence

ORD record
ord-3629d343a49941ccadf19ddf382ef125
Source dataset
uspto-grants-2016_05
Patent number
US09326516B2

Reaction notes

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