Triethylsilane → HCID 137010577, compound

HRID 2206218Notes

Reaction equation

HRID 2206218 reaction equation
[C:1]([N:5]1[C:13]2[CH:12]=[CH:11][NH:10][C:9](=[O:14])[C:8]=2[C:7]([NH:15]CC2C=CC(OC)=CC=2)=[N:6]1)([CH3:4])([CH3:3])[CH3:2].C([SiH](CC)CC)C>C(O)(C(F)(F)F)=O>[NH2:15][C:7]1[C:8]2[C:9](=[O:14])[NH:10][CH:11]=[CH:12][C:13]=2[N:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[N:6]=1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 137010789HCID 137010789, compound

Product 1

HCID 137010577HCID 137010577, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 1-tert-butyl-3-((4-methoxybenzyl)amino)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one (250 mg) obtained in Example 249 in TFA (5 ml) was added triethylsilane (0.306 ml), and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (155 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol)

Sources & evidence

ORD record
ord-b83deeaf8f33496cb038471fc8f1626d
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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