HCID 45141475, compound → HCID 24784180, compound

HRID 1984669Notes

Reaction equation

HRID 1984669 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]([CH3:27])[C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:19][N:20]=1>>[CH3:8][C:7]1[O:6][N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[C:1]#[C:2][C:16]1[N:17]([CH3:27])[C:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:19][N:20]=1

Participants

3

Reactant 2

HCID 45141475HCID 45141475, compoundHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24784180HCID 24784180, compoundYield 52%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted [using 2-iodo-1-methyl-5-phenyl-1H-imidazole (prepared from 1-methyl-5-phenyl-1H-imidazole according to J. Org. Chem. (43) 4381, 1978) instead of 2-chloro-4-iodopyridine] to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 88 mg, 52%) which was obtained as a light brown solid. MS: m/e=340.2 [M+H]+.

Sources & evidence

ORD record
ord-cd5f08bd7e0c44fd9abb8ee9d092c8d8
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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