Isobutyraldehyde → 1-[1-(4-Fluorophenyl)-1H-pyrazol-5-yl]-2-methylpropan-1-ol

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][CH:10]=[N:9]2)=[CH:4][CH:3]=1.[CH:13](=[O:17])[CH:14]([CH3:16])[CH3:15]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([CH:13]([OH:17])[CH:14]([CH3:16])[CH3:15])=[CH:11][CH:10]=[N:9]2)=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 6561Isobutyraldehyde

HCID 199371841-(4-fluorophenyl)-1H-pyrazole

Product 1

HCID 685942221-[1-(4-Fluorophenyl)-1H-pyrazol-5-yl]-2-methylpropan-1-olYield 45%

Procedure

This compound was prepared from 1-(4-fluorophenyl)-1H-pyrazole and isobutyraldehyde using the method described in example 10B and isolated as an oil in 45% yield. 1H NMR (400 MHz, DMSO-d6) δ 7.61 (m, 1H), 7.57 (m, 2H), 7.37 (t, 2H, J=8.9 Hz), 6.41 (m, 1H), 5.41 (m, 1H), 4.13 (m, 1H), 1.85 (m, 1H), 0.87 (d, 3H, J=6.6 Hz), 0.61 (d, 3H, J=6.8 Hz).

Workup

customisolated as an oil in 45% yield

Sources & evidence

ORD record: ord-a08f69578d634a58be2da516c7e24cd7
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07399778B2

Reaction notes

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