(4,4-Difluorocyclohexyl)methanol → HCID 90211005, compound

HRID 514410Notes

Reaction equation

HRID 514410 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([F:24])[CH2:21][CH2:20][CH:19]([CH2:22]O)[CH2:18][CH2:17]1>>[F:15][C:16]1([F:24])[CH2:21][CH2:20][CH: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)[CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 21184133(4,4-Difluorocyclohexyl)methanolHCID 178510213HCID 178510213, compound

Product 1

HCID 90211005HCID 90211005, compound

Procedure

The title compound was prepared from 2-(5-hydroxy-1H-pyrazol-1-yl)pyridine-4-carbonitrile and (4,4-difluorocyclohexyl)methanol according to the procedure for the preparation of Example 39, part C. 1H NMR (400 MHz, CDCl3): δ 1.40-1.43 (2H, m), 1.66-1.74 (2H, m), 1.84-1.88 (3H, m), 2.08-2.11 (2H, m), 3.97 (2H, d, J=6.0 Hz), 5.62 (1H, d, J=1.6 Hz), 7.33 (1H, d, J=4.8 Hz), 7.50 (1H, d, J=1.6 Hz), 7.94 (1H, s), 8.61 (1H, d, J=5.2 Hz). [M+H] Calc'd for C16H16F2N4O, 319. Found, 319.

Sources & evidence

ORD record
ord-1962126d0f0e4d6c9aaa69cd65be89b7
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

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