4-Chloro-3-(trifluoromethyl)benzyl alcohol → 2-[5-[[4-Chloro-3-(trifluoromethyl)phenyl]methoxy]pyrazol-1-yl]pyridine-4-carbonitrile

HRID 878588Notes

Reaction equation

HRID 878588 reaction equation
[OH:1][C:2]1[N:6]([C:7]2[CH:12]=[C:11]([C:13]#[N:14])[CH:10]=[CH:9][N:8]=2)[N:5]=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22]O)=[CH:18][C:17]=1[C:24]([F:27])([F:26])[F:25]>>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][O:1][C:2]2[N:6]([C:7]3[CH:12]=[C:11]([C:13]#[N:14])[CH:10]=[CH:9][N:8]=3)[N:5]=[CH:4][CH:3]=2)=[CH:18][C:17]=1[C:24]([F:25])([F:26])[F:27]

Participants

3

Reactant 2

HCID 27781114-Chloro-3-(trifluoromethyl)benzyl alcoholHCID 178510213HCID 178510213, compound

Product 1

HCID 867255562-[5-[[4-Chloro-3-(trifluoromethyl)phenyl]methoxy]pyrazol-1-yl]pyridine-4-carbonitrile

Procedure

The title compound was prepared from 2-(5-hydroxy-1H-pyrazol-1-yl)pyridine-4-carbonitrile and [4-chloro-3-(trifluoromethyl)phenyl]methanol according to the procedure for the preparation of Example 39, part C. 1H NMR (400 MHz, CDCl3): δ 5.25 (2H, s), 5.76 (1H, d, J=1.6 Hz), 7.42 (1H, dd, J=1.6, 5.2 Hz), 7.54 (2H, s), 7.58 (1H, d, J=2.0 Hz), 7.89 (1H, s), 8.00 (1H, s), 8.06 (1H, s), 8.69 (1H, d, J=4.8 Hz). [M+H] Calc'd for C17H10ClF3N4O, 379; Found, 379.

Sources & evidence

ORD record
ord-552c85449de6447ab071f8af304b91eb
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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