2-Bromo-4-(trifluoromethyl)pyridine → HCID 24783416, compound

HRID 1984675Notes

Reaction equation

HRID 1984675 reaction equation
[C:1]([C:3]1[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][O:6][C:7]=1[CH3:8])#[CH:2].Br[C:16]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][N:17]=1>>[CH3:8][C:7]1[O:6][N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[C:1]#[C:2][C:16]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][N:17]=1

Participants

3

Reactant 2

HCID 27815432-Bromo-4-(trifluoromethyl)pyridineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24783416HCID 24783416, compoundYield 76%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 2-bromo-4-(trifluoromethyl)pyridine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 124 mg, 76%) which was obtained as an off-white solid. MS: m/e=329.3 [M+H]+.

Sources & evidence

ORD record
ord-33fe3d9b819246edbb7d7ad2172e7404
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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