2-Bromo-5-chloropyridine → HCID 24783667, compound

HRID 1984679Notes

Reaction equation

HRID 1984679 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]([Cl:22])=[CH:18][N:17]=1>>[Cl: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 8170982-Bromo-5-chloropyridineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24783667HCID 24783667, compoundYield 80%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 2-bromo-5-chloropyridine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 118 mg, 80%) which was obtained as a light yellow solid. MS: m/e=297.3 [M+H]+.

Sources & evidence

ORD record
ord-45fd04fc1a2f4e879616b634b2dfe9fd
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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