2-Bromo-5-methylpyridine → HCID 24783413, compound

HRID 1984668Notes

Reaction equation

HRID 1984668 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][C:19]([CH3:22])=[CH:18][N:17]=1>>[CH3:22][C:19]1[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][CH:18]=1

Participants

3

Reactant 2

HCID 5642162-Bromo-5-methylpyridineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24783413HCID 24783413, compoundYield 55%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 2-bromo-5-methylpyridine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 75 mg, 55%) which was obtained as a light brown solid. MS: m/e=275.2 [M+H]+.

Sources & evidence

ORD record
ord-90ee49d6efe34e24bc82db2610f0aa0e
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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