Phenylsilane → HCID 70981059, compound

HRID 1475458Notes

Reaction equation

HRID 1475458 reaction equation
[CH3:1][O:2][C:3]([C:5]1([CH3:16])[C:13]2[C:8](=[CH:9][C:10]([Br:14])=[CH:11][CH:12]=2)[NH:7][C:6]1=O)=[O:4].C1([SiH3])C=CC=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1([CH3:16])[C:13]2[C:8](=[CH:9][C:10]([Br:14])=[CH:11][CH:12]=2)[NH:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 12752PhenylsilaneHCID 58221567HCID 58221567, compound

Product 1

HCID 70981059HCID 70981059, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 6-bromo-3-methyl-2-oxo-2,3-dihydro-1H-indole-3-carboxylic acid methyl ester (200 mg, 0.7 mmol) in toluene under N2 were added Fe3(CO12) (14 mg, 0.028 mmol) and PhSiH3 (33 μL) and the mixture was stirred at 100° C. for 16 h. The resulting mixture was filtered through Celite (wash with EtOAc). The solvent was removed in vacuo to give the title compound (70 mg) as a colourless gum. MS: [M+H]+=270.

Workup

  1. filtrationThe resulting mixture was filtered through Celite (wash with EtOAc)
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-eb25c3368f174124ac176f763b5a80f3
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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