Trimethylsilylacetylene → 5-Trimethylsilanylethynyl-1H-indazole

HRID 38222

Reaction equation

I[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2.[CH3:11][Si:12]([C:15]#[CH:16])([CH3:14])[CH3:13]>>[CH3:11][Si:12]([C:15]#[C:16][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2)([CH3:14])[CH3:13]

Participants

Reactant 2

HCID 66111Trimethylsilylacetylene

HCID 218947395-Iodo-1H-indazole

Product 1

HCID 579507415-Trimethylsilanylethynyl-1H-indazoleYield 46%

Procedure

In an adaption of GP 8a, 5-Iodo-1H-indazole (0.98 g, 4.02 mmol) was reacted with trimethylsilyl acetylene (0.60 mL, 4.22 mmol) at 90° C. for 5 h to give 395 mg (46%) of pure 5-(trimethylsilyl)ethynyl-1H-indazole.

Sources & evidence

ORD record: ord-48f24bc4b67e42c4b5bb022545ea44f0
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08524724B2

Linked notes

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