Triethylsilane → HCID 118468143, compound

HRID 629402Notes

Reaction equation

HRID 629402 reaction equation
O[CH:2]1[C:10]2[C:5](=[CH:6][C:7]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[N:21]=[N:22][N:23]([CH3:25])[CH:24]=4)=[CH:16][CH:15]=3)=[C:8]([CH3:12])[C:9]=2[CH3:11])[C:4](=[O:26])[N:3]1[CH2:27][C@@H:28]1[CH2:32][CH2:31][CH2:30][O:29]1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[CH3:11][C:9]1[C:8]([CH3:12])=[C:7]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([C:20]3[N:21]=[N:22][N:23]([CH3:25])[CH:24]=3)=[CH:18][CH:19]=2)[CH:6]=[C:5]2[C:10]=1[CH2:2][N:3]([CH2:27][C@@H:28]1[CH2:32][CH2:31][CH2:30][O:29]1)[C:4]2=[O:26]

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 118468405HCID 118468405, compound

Product 1

HCID 118468143HCID 118468143, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To a solution of 3-hydroxy-4,5-dimethyl-6-(4-(1-methyl-1H-1,2,3-triazol-4-yl)benzyl)-2-(((2S)-tetrahydrofuran-2-yl)methyl)isoindolin-1-one (0.11 g) in trifluoroacetic acid (1.50 mL) was added triethylsilane (0.08 mL), and the mixture was stirred at room temperature for 15 min. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.08 g).

Workup

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

Sources & evidence

ORD record
ord-cc49262083394ad2933819be4dfb684c
Source dataset
uspto-grants-2016_04
Patent number
US09315458B2

Reaction notes

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