Phenylboronic acid pinacol ester → 1-[(4-Methylphenyl)sulfonyl]-4-phenylpiperidine

HRID 2030487Notes

Reaction equation

HRID 2030487 reaction equation
CC1(C(C)(C)OB(c2[cH:5][cH:4][cH:3][cH:2][cH:1]2)O1)C.[CH3:6][c:7]1[cH:12][cH:11][c:10]([S:13]([N:16]2[CH2:21][CH2:20][CH:19]([C:22](ON3C(=O)c(c4C3=O)c(Cl)c(Cl)c(Cl)c4Cl)=O)[CH2:18][CH2:17]2)(=[O:15])=[O:14])[cH:9][cH:8]1>>[CH3:6][c:7]1[cH:12][cH:11][c:10]([S:13]([N:16]2[CH2:21][CH2:20][CH:19]([c:22]3[cH:5][cH:4][cH:3][cH:2][cH:1]3)[CH2:18][CH2:17]2)(=[O:15])=[O:14])[cH:9][cH:8]1

Participants

8

Reactant 2

HCID 570673Phenylboronic acid pinacol esterHCID 1682674794,5,6,7-Tetrachloro-1,3-dioxoisoindolin-2-yl 1-tosylpiperidine-4-carboxylate

Product 1

HCID 41684661-[(4-Methylphenyl)sulfonyl]-4-phenylpiperidine

Reagents, catalysts & solvents 5

HCID 35138512-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amineReagentHCID 4983791,2-Bis(diphenylphosphino)benzeneCatalystHCID 5483663Ferric acetylacetonateCatalystHCID 6228DimethylformamideSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
60 °C

Sources & evidence

ORD record
ord-07dc9a79e62d4bc6a8a8470e66f896be
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Reaction notes

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