4-Ethynyl-5-methyl-3-phenyl-isoxazole → HCID 24784181, compound

HRID 1984660Notes

Reaction equation

HRID 1984660 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]=[C:18]([CH3:21])[NH:19][CH: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[NH:17][C:18]([CH3:21])=[N:19][CH:20]=1

Participants

3

Reactant 2

HCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazoleHCID 178433060HCID 178433060, compound

Product 1

HCID 24784181HCID 24784181, compoundYield 13%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (73 mg, 0.40 mmol) was converted using (4-iodo-2-methyl-1H-imidazole instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 14 mg, 13%) which was obtained as a light brown solid. MS: m/e=264.2 [M+H]+.

Sources & evidence

ORD record
ord-4bd51d9e088c4b09bf62ab0b5e0d10c2
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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