2-Bromo-4-methylpyridine → HCID 24783415, compound

HRID 1984674Notes

Reaction equation

HRID 1984674 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]([CH3:22])[CH:19]=[CH:18][N:17]=1>>[CH3:22][C:20]1[CH:19]=[CH:18][N:17]=[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])[CH:21]=1

Participants

3

Reactant 2

HCID 27340872-Bromo-4-methylpyridineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24783415HCID 24783415, compoundYield 52%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 2-bromo-4-methylpyridine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 72 mg, 52%) which was obtained as a light brown solid. MS: m/e=275.2 [M+H]+.

Sources & evidence

ORD record
ord-7763e028ef5c474389409435252e99a3
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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