3-Iodo-6-methylpyridazine → 3-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylethynyl)-pyridazine

HRID 1984657Notes

Reaction equation

HRID 1984657 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].I[C:16]1[N:17]=[N:18][C:19]([CH3:22])=[CH:20][CH:21]=1>>[CH3:22][C:19]1[N: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][CH:20]=1

Participants

3

Reactant 2

HCID 126802583-Iodo-6-methylpyridazineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 247836733-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylethynyl)-pyridazineYield 80%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (70 mg, 0.38 mmol) was converted (using 3-iodo-6-methyl-pyridazine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 84 mg, 80%) which was obtained as a light brown solid. MS: m/e=276.1 [M+H]+.

Sources & evidence

ORD record
ord-c8c0af1a85014e8db4270e492f274968
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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