4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzaldehyde → HCID 90404767, compound

HRID 924180Notes

Reaction equation

HRID 924180 reaction equation
[F:1][C:2]([F:24])([F:23])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[N:13][C:12]([C:15]3[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][CH:16]=3)=[N:11]2)=[CH:6][CH:5]=1.[CH2:25]([Mg]Br)[CH3:26]>>[F:24][C:2]([F:1])([F:23])[O:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH:14]=[N:13][C:12]([C:15]3[CH:22]=[CH:21][C:18]([CH:19]([OH:20])[CH2:25][CH3:26])=[CH:17][CH:16]=3)=[N:11]2)=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 578244624-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzaldehydeHCID 178418443HCID 178418443, compound

Product 1

HCID 90404767HCID 90404767, compound

Procedure

The title compound was prepared as described in Example 24 from 4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzaldehyde and ethylmagnesium bromide and isolated as a yellow oil (5.00 g, 100%): 1H NMR (400 MHz, CDCl3) δ 8.56 (s, 1H), 8.20-8.12 (m, 2H), 7.85-7.76 (m, 2H), 7.50-7.44 (m, 2H), 7.39 (dq, J=8.0, 1.0 Hz, 2H), 4.68 (t, J=6.5 Hz, 1H), 1.93-1.75 (m, 2H), 1.59 (s, 1H), 0.95 (t, J=7.4 Hz, 3H); 19F NMR (376 MHz, CDCl3) δ −58.03; ESIMS m/z 364 ([M+H]+).

Sources & evidence

ORD record
ord-b27f72df677a4fbdb580642388ca5aaf
Source dataset
uspto-grants-2016_03
Patent number
US09278964B2

Reaction notes

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