Trimethylsilylacetylene → 6-(trimethylsilyl)ethynyl-1H-indazole

HRID 38221Notes

Reaction equation

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

Participants

Reactant 2

HCID 66111Trimethylsilylacetylene

HCID 129912416-iodo-1H-indazole

Product 1

HCID 687445676-(trimethylsilyl)ethynyl-1H-indazoleYield 77%

Procedure

6-Iodo-1H-indazole (1.00 g, 4.10 mmol) was reacted with trimethylsilyl acetylene (0.61 mL, 4.30 mmol) in analogy to GP8a to give 675 mg (77%) of pure 6-(trimethylsilyl)ethynyl-1H-indazole.

Sources & evidence

ORD record: ord-b4db1cf3a3a04a9db6277db8649e7dfb
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08524724B2

Reaction notes

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