2-Bromo-6-methoxypyridine → HCID 68852371, compound

HRID 1984673Notes

Reaction equation

HRID 1984673 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]([O:22][CH3:23])[N:17]=1>>[CH3:23][O:22][C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([C:2]#[C:1][C:3]2[C:4]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[N:5][O:6][C:7]=2[CH3:8])[N:17]=1

Participants

3

Reactant 2

HCID 2568102-Bromo-6-methoxypyridineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 68852371HCID 68852371, compoundYield 67%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 2-bromo-6-methoxypyridine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 97 mg, 67%) which was obtained as a yellow oil. MS: m/e=291.2 [M+H]+.

Sources & evidence

ORD record
ord-819b850fd37e4fb7af4bb134395fcc4b
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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