(4-Fluoro-2-methylphenyl)methanol → 2-[5-[(4-Fluoro-2-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carbonitrile

HRID 514509Notes

Reaction equation

HRID 514509 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.[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22]O)=[C:18]([CH3:24])[CH:17]=1>>[F: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)=[C:18]([CH3:24])[CH:17]=1

Participants

3

Reactant 2

HCID 3872017(4-Fluoro-2-methylphenyl)methanolHCID 178510213HCID 178510213, compound

Product 1

HCID 867256232-[5-[(4-Fluoro-2-methylphenyl)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-fluoro-2-methylphenyl)methanol according to the procedure for the preparation of Example 39, part C. 1H NMR (400 MHz, CDCl3): δ 2.38 (3H, s), 5.17 (2H, s), 5.78 (1H, d, J=1.6 Hz), 6.89-6.95 (2H, m), 7.34-7.39 (2H, m), 7.58 (1H, d, J=2.4 Hz), 7.98 (1H, s), 8.67 (1H, d, J=5.2 Hz). [M+H] Calc'd for C17H13FN4O, 309. Found, 309.

Sources & evidence

ORD record
ord-09642e1ef30e4abbb3a721731fdea930
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

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