Sodium hydride → HCID 67226548, compound

HRID 573191Notes

Reaction equation

HRID 573191 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5]2[CH:6]=[N:7][NH:8][C:9]=2[CH:10]=1.[H-].[Na+].[C:14]([Si:18](Cl)([CH3:20])[CH3:19])([CH3:17])([CH3:16])[CH3:15]>O1CCCC1>[Si:18]([O:11][C:4]1[CH:3]=[C:2]([F:1])[CH:10]=[C:9]2[C:5]=1[CH:6]=[N:7][NH:8]2)([C:14]([CH3:17])([CH3:16])[CH3:15])([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 28928tert-Butyldimethylsilyl chlorideHCID 1357424366-Fluoro-4-hydroxy (1H)indazole

Product 1

HCID 67226548HCID 67226548, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6-Fluoro-1H-indazol-4-ol (0.91 g) in tetrahydrofuran (20 mL) was treated with 60% sodium hydride (0.251 g). After 10 minutes, tert-butylchlorodimethylsilane (0.992 g) was added. The solution was stirred for 16 hours. The solvent was removed, and the residue was purified by flash column chromatography on silica gel to give the title compound.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-eba7ffe388ee4776a9608d0e43db0a29
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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