1-(2,6-dichloro-phenyl)-4-isopropyl-5-[4-(2-methoxy-vinyl)-3-methyl-phenoxymethyl]-1H-pyrazole → {4-[2-(2,6-Dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-acetaldehyde

HRID 2261755Notes

Reaction equation

HRID 2261755 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[C:13]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([CH:22](C)[CH:23]=[O:24])=[C:18]([CH3:26])[CH:17]=2)=[C:12]([CH:27]([CH3:29])[CH3:28])[CH:11]=[N:10]1.ClC1C=CC=C(Cl)C=1N1C(COC2C=CC(C=COC)=C(C)C=2)=C(C(C)C)C=N1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[C:13]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH:23]=[O:24])=[C:18]([CH3:26])[CH:17]=2)=[C:12]([CH:27]([CH3:29])[CH3:28])[CH:11]=[N:10]1

Participants

3

Reactant 2

HCID 675279671-(2,6-dichloro-phenyl)-4-isopropyl-5-[4-(2-methoxy-vinyl)-3-methyl-phenoxymethyl]-1H-pyrazoleHCID 866354632-{4-[2-(2,6-Dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-propionaldehyde

Product 1

HCID 86635464{4-[2-(2,6-Dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-acetaldehyde

Procedure

The title compound (292 mg, quantitative yield) is prepared essentially according to the preparation of 2-{4-[2-(2,6-Dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-propionaldehyde using 1-(2,6-dichloro-phenyl)-4-isopropyl-5-[4-(2-methoxy-vinyl)-3-methyl-phenoxymethyl]-1H-pyrazole. 1H NMR (400 MHz, CDCl3) δ 9.65 (t, 1H, J=2.2 Hz), 7.70 (s, 1H), 7.41 (d, 2H, J=8.4 Hz), 7.31 (dd, 1H, J=8.8, 7.4 Hz), 6.98 (d, 1H, J=7.9 Hz), 6.65-6.58 (m, 2H), 4.80 (s, 2H), 3.60 (d, 2H, J=2.2 Hz), 3.00 (sept, 1H, J=7.0 Hz), 2.18 (s, 3H), 1.31 (d, 6H, J=7.0 Hz).

Sources & evidence

ORD record
ord-1e87ce3d32534aa084999c968947ac36
Source dataset
uspto-grants-2010_12
Patent number
US07846960B2

Reaction notes

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