2-Bromo-6-(trifluoromethyl)pyridine → HCID 68855115, compound

HRID 1984677Notes

Reaction equation

HRID 1984677 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]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[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]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[N:17]=1

Participants

3

Reactant 2

HCID 27829022-Bromo-6-(trifluoromethyl)pyridineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 68855115HCID 68855115, compoundYield 82%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 2-bromo-6-(trifluoromethyl)pyridine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 135 mg, 82%) which was obtained as a light yellow solid. MS: m/e=329.3 [M+H]+.

Sources & evidence

ORD record
ord-cce0d5cb488740c3b4185b94f1d99256
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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