Methyl 2-iodoisonicotinate → HCID 24783153, compound

HRID 1984655Notes

Reaction equation

HRID 1984655 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].[CH3:15][O:16][C:17](=[O:25])[C:18]1[CH:23]=[CH:22][N:21]=[C:20](I)[CH:19]=1>>[CH3:15][O:16][C:17](=[O:25])[C:18]1[CH:23]=[CH:22][N:21]=[C:20]([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:19]=1

Participants

3

Reactant 2

HCID 196869Methyl 2-iodoisonicotinateHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24783153HCID 24783153, compoundYield 70%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (58 mg, 0.32 mmol) was converted (using 2-iodo-isonicotinic acid methyl ester instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 70 mg, 70%) which was obtained as a light brown solid. MS: m/e=319.1 [M+H]+.

Sources & evidence

ORD record
ord-a70a0a3522314048a7589d288c0beb1e
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

Loading…