5-Bromo-2-iodopyrimidine → HCID 68854113, compound

HRID 1984656Notes

Reaction equation

HRID 1984656 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:15][C:16]1[CH:17]=[N:18][C:19](I)=[N:20][CH:21]=1>>[Br:15][C:16]1[CH:17]=[N:18][C:19]([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:20][CH:21]=1

Participants

3

Reactant 2

HCID 70066515-Bromo-2-iodopyrimidineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 68854113HCID 68854113, compoundYield 56%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (55 mg, 0.30 mmol) was converted (using 5-bromo-2-iodo-pyrimidine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 58 mg, 56%) which was obtained as a light yellow solid. MS: m/e=341.9 [M+H]+.

Sources & evidence

ORD record
ord-2b72ffd068094c978f3e2ff0237b172d
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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