2-Iodoaniline → HCID 24783672, compound

HRID 1984652Notes

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[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=1[NH2:18]>>[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[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=1[NH2:18]

Participants

Reactant 2

HCID 119952-Iodoaniline

HCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 24783672HCID 24783672, compoundYield 85%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (110 mg, 0.60 mmol) was converted (using 2-iodo-aniline instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=100:0 to 50:50, 139 mg, 85%) which was obtained as a light brown oil. MS: m/e=375.1 [M+H]+.

Sources & evidence

ORD record: ord-2874fedd645d4586aa2327264a571910
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07544704B2

Reaction notes

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