4-(Trifluoromethyl)benzaldehyde → 4-Iodomethyl-5-isopropyl-2-(4-trifluoromethylphenyl)-oxazole

Reaction equation

[I:1][CH2:2][C:3]1[N:4]=C(C2C=CC(C)=CC=2)O[C:7]=1[C:8]1[CH:13]=CC=C[CH:9]=1.CC(C)C(=O)C(=NO)C.[F:30][C:31]([F:41])([F:40])[C:32]1[CH:39]=[CH:38][C:35]([CH:36]=[O:37])=[CH:34][CH:33]=1>>[I:1][CH2:2][C:3]1[N:4]=[C:36]([C:35]2[CH:38]=[CH:39][C:32]([C:31]([F:40])([F:41])[F:30])=[CH:33][CH:34]=2)[O:37][C:7]=1[CH:8]([CH3:13])[CH3:9]

Participants

Reactant 3

HCID 679964-(Trifluoromethyl)benzaldehyde

HCID 573574754-Methylpentane-2,3-dione 2-oxime

HCID 574345044-Iodomethyl-5-phenyl-2-p-tolyloxazole

Product 1

HCID 597013784-Iodomethyl-5-isopropyl-2-(4-trifluoromethylphenyl)-oxazole

Procedure

Analogously to the building block synthesis of 4-iodomethyl-5-phenyl-2-p-tolyloxazole, 4-methylpentane-2,3-dione-2-oxime and 4-trifluoromethylbenzaldehyde gave 4-iodomethyl-5-isopropyl-2-(4-trifluoromethylphenyl)-oxazole.

Sources & evidence

ORD record: ord-e81abe1a742343c19dc9bd5c16844de6
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365084B2

Reaction notes

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