3-Chloro-4-methylbenzyl alcohol → 2-[5-[(3-Chloro-4-methylphenyl)methoxy]pyrazol-1-yl]pyridine-4-carbonitrile

HRID 514433Notes

Reaction equation

HRID 514433 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:17]=[C:18]([CH2:23]O)[CH:19]=[CH:20][C:21]=1[CH3:22]>>[Cl:15][C:16]1[CH:17]=[C:18]([CH2:23][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:19]=[CH:20][C:21]=1[CH3:22]

Participants

3

Reactant 2

HCID 1234863-Chloro-4-methylbenzyl alcoholHCID 178510213HCID 178510213, compound

Product 1

HCID 867255572-[5-[(3-Chloro-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 (3-chloro-4-methylphenyl)methanol according to the procedure for the preparation of Example 39, part C. 1H NMR (400 MHz, CDCl3): δ 2.38 (3H, s), 5.18 (2H, s), 5.73 (1H, d, J=1.6 Hz), 7.19-7.25 (2H, m), 7.41 (1H, dd, J=1.2, 4.8 Hz), 7.44 (1H, s), 7.57 (1H, d, J=1.6 Hz), 8.03 (1H, s), 8.71 (1H, d, J=5.2 Hz). [M+H] Calc'd for C17H13ClN4O, 325. Found, 325.

Sources & evidence

ORD record
ord-f8ece52e740d4de9971195ca2cad40cf
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

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