Triethylsilicon → 1-Oxoisoindoline-4-carbaldehyde

HRID 2001915Notes

Reaction equation

HRID 2001915 reaction equation
Br[c:1]1[c:10]([c:5]2[cH:4][cH:3][cH:2]1)[CH2:9][NH:8][C:6]2=[O:7].[O:11]=[CH:12]N1S(=O)(=O)c(c2C1=O)cccc2.CC[SiH](CC)CC>>[O:11]=[CH:12][c:1]1[c:10]([c:5]2[cH:4][cH:3][cH:2]1)[CH2:9][NH:8][C:6]2=[O:7]

Participants

9

Reactant 3

HCID 6327258TriethylsiliconHCID 219075094-Bromoisoindolin-1-oneHCID 546716891,1,3-Trioxo-1,3-dihydro-2H-1lambda~6~,2-benzothiazole-2-carbaldehyde

Product 1

HCID 722138121-Oxoisoindoline-4-carbaldehyde

Reagents, catalysts & solvents 5

HCID 11430Potassium CarbonateReagentHCID 821241,4-Bis(diphenylphosphino)butaneCatalystHCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-5f522440a984483bb1994f1060974084
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Reaction notes

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