5-(4-Bromo-3-methyl-phenoxymethyl)-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-pyrazole → 4-[2-(2,6-Dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-benzaldehyde

HRID 2261754Notes

Reaction equation

HRID 2261754 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]([C:22](C)=COC)=[C:18]([CH3:27])[CH:17]=2)=[C:12]([CH:28]([CH3:30])[CH3:29])[CH:11]=[N:10]1.BrC1C=CC([O:36]CC2N(C3C(Cl)=CC=CC=3Cl)N=CC=2C(C)C)=CC=1C>>[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]=[O:36])=[C:18]([CH3:27])[CH:17]=2)=[C:12]([CH:28]([CH3:30])[CH3:29])[CH:11]=[N:10]1

Participants

3

Reactant 2

HCID 675277775-(4-Bromo-3-methyl-phenoxymethyl)-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-pyrazoleHCID 675282221-(2,6-Dichloro-phenyl)-4-isopropyl-5-[4-(2-methoxy-1-methyl-vinyl)-3-methyl-phenoxymethyl]-1H-pyrazole

Product 1

HCID 866354624-[2-(2,6-Dichloro-phenyl)-4-isopropyl-2H-pyrazol-3-ylmethoxy]-2-methyl-benzaldehydeYield 75%

Procedure

The title compound (1.51 g, 75%) is prepared essentially according to the preparation of 1-(2,6-Dichloro-phenyl)-4-isopropyl-5-[4-(2-methoxy-1-methyl-vinyl)-3-methyl-phenoxymethyl]-1H-pyrazole using 5-(4-bromo-3-methyl-phenoxymethyl)-1-(2,6-dichloro-phenyl)-4-isopropyl-1H-pyrazole. 1H NMR (400 MHz, CDCl3) δ 10.09 (s, 1H), 7.73 (s, 1H), 7.68 (d, 1H, J=8.8 Hz), 7.44-7.40 (m, 2H), 7.31 (dd, 1H, J=8.6, 7.3 Hz), 6.71 (dd, 1H, J=8.6, 2.4 Hz), 6.61 (d, 1H, J=2.4 Hz), 4.89 (s, 2H), 3.01 (sept, 1H, J=6.6 Hz), 2.60 (s, 3H), 1.32 (d, 6H, J=6.6 Hz).

Sources & evidence

ORD record
ord-22fdcb0b70ac485fb3b5011f45c82650
Source dataset
uspto-grants-2010_12
Patent number
US07846960B2

Reaction notes

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