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

HRID 2027548
Notes
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Reaction equation

HRID 2027548 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
ParticipantsConditionsSources & evidenceReaction notes

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 23683543Potassium t-amylateReagentHCID 5483663Ferric acetylacetonateCatalyst

Conditions

Temperature
60 °C

Sources & evidence

ORD record
ord-d0de288f2cc147338c3423813946439c
Source dataset
39k HTE dataset from Pfizer
DOI
10.1038/s41557
Original link
View source

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes
HCID 16747908
1-(Dicyclohexylphosphanyl)-2-(2-methoxyphenyl)-1H-indole
Catalyst
HCID 8028TetrahydrofuranSolvent
HCID 117669-PhenylanthraceneInternal standard