(2,3-Difluoro-4-methylphenyl)methanol → 2-[5-[(2,3-Difluoro-4-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carbonitrile

HRID 514435Notes

Reaction equation

HRID 514435 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[C:21]([F:22])=[C:20]([CH3:23])[CH:19]=[CH:18][C:17]=1[CH2:24]O>>[F:15][C:16]1[C:21]([F:22])=[C:20]([CH3:23])[CH:19]=[CH:18][C:17]=1[CH2:24][O: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

Participants

3

Reactant 2

HCID 2774146(2,3-Difluoro-4-methylphenyl)methanolHCID 178510213HCID 178510213, compound

Product 1

HCID 867255592-[5-[(2,3-Difluoro-4-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 (2,3-difluoro-4-methylphenyl)methanol according to the procedure for the preparation of Example 39, part C. 1H NMR (400 MHz, CDCl3): δ 2.32 (3H, s), 5.28 (2H, s), 5.80 (1H, s), 6.98 (1H, d, J=6.8 Hz), 7.11 (1H, d, J=7.2 Hz), 7.40 (1H, d, J=5.2 Hz), 7.58 (1H, s), 8.01 (1H, s), 8.70 (1H, d, J=4.8 Hz). [M+H] Calc'd for C17H12F2N4O, 327. Found, 327.

Sources & evidence

ORD record
ord-ba6511325c2c40d29111e8d90e4a52bb
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

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