4-Chloro-2-methylbenzyl Alcohol → 2-[5-[(4-Chloro-2-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carbonitrile

HRID 878586Notes

Reaction equation

HRID 878586 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)=[C:18]([CH3:24])[CH:17]=1>>[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)=[C:18]([CH3:24])[CH:17]=1

Participants

3

Reactant 2

HCID 27576694-Chloro-2-methylbenzyl AlcoholHCID 178510213HCID 178510213, compound

Product 1

HCID 867255542-[5-[(4-Chloro-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-chloro-2-methylphenyl)methanol according to the procedure for the preparation of Example 39, part C. 1H NMR (400 MHz, CDCl3): δ 2.36 (3H, s), 5.18 (2H, s), 5.77 (1H, d, J=2.0 Hz), 7.18-7.22 (2H, m), 7.34 (1H, d, J=8.0 Hz), 7.39 (1H, dd, J=1.2 Hz, J=5.2 Hz), 7.58 (1H, d, J=2.0 Hz), 8.00 (1H, s), 8.67 (1H, d, J=5.2 Hz). [M+H] Calc'd for C17H13ClN4O, 325; Found, 325.

Sources & evidence

ORD record
ord-8f6f5c36eab64a5cb4a0b0322306f5d5
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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