3-(Trifluoromethyl)benzaldehyde → 4-Iodomethyl-5-isopropyl-2-(3-trifluoromethylphenyl)-oxazole

Reaction equation

[I:1][CH2:2][C:3]1[N:4]=[C:5]([C:14]2[CH:19]=[CH:18][C:17](C)=[CH:16][CH:15]=2)[O:6][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])C1C=C(C=CC=1)C=O>>[I:1][CH2:2][C:3]1[N:4]=[C:5]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([C:31]([F:41])([F:40])[F:30])[CH:19]=2)[O:6][C:7]=1[CH:8]([CH3:9])[CH3:13]

Participants

Reactant 3

HCID 679903-(Trifluoromethyl)benzaldehyde

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

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

Product 1

HCID 597013844-Iodomethyl-5-isopropyl-2-(3-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 3-trifluoromethylbenzaldehyde gave 4-iodomethyl-5-isopropyl-2-(3-trifluoromethylphenyl)-oxazole.

Sources & evidence

ORD record: ord-18c65215853846b9b5cb4780e1ec53f0
Source dataset: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07365084B2

Reaction notes

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