2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile → (+,-) Trans Propane-2-sulfonic Acid [2-(4'-cyanomethyl-biphenyl-4-yl)-cyclopentyl]-amide

HRID 989492

Reaktionsgleichung

Reaktionsgleichung von HRID 989492
I[C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:12][CH2:11][CH2:10][C@H:9]2[NH:13][S:14]([CH:17]([CH3:19])[CH3:18])(=[O:16])=[O:15])=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:28]2[CH:33]=[CH:32][C:31]([CH2:34][C:35]#[N:36])=[CH:30][CH:29]=2)O1>>[C:35]([CH2:34][C:31]1[CH:32]=[CH:33][C:28]([C:2]2[CH:7]=[CH:6][C:5]([C@@H:8]3[CH2:12][CH2:11][CH2:10][C@H:9]3[NH:13][S:14]([CH:17]([CH3:19])[CH3:18])(=[O:16])=[O:15])=[CH:4][CH:3]=2)=[CH:29][CH:30]=1)#[N:36]

Komponenten

3

Edukt 2

HCID 38429222-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrileHCID 11784171(+,-) Trans Propane-2-sulfonic Acid [2-(4-iodo-phenyl)-cyclopentyl]-amide

Produkt 1

HCID 69112880(+,-) Trans Propane-2-sulfonic Acid [2-(4'-cyanomethyl-biphenyl-4-yl)-cyclopentyl]-amideAusbeute 68,1 %

Versuchsvorschrift

(+,−) Trans propane-2-sulfonic acid [2-(4-iodo-phenyl)-cyclopentyl]-amide (356 mg, 0.91 mmol, prepared in example 2) and [4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetonitrile (275 mg, 1.13 mmol) were treated as described in example 6. The product was chromatographed on Chromatotron® eluting with 99.5:0.5 methylene chloride:ethyl acetate to afford 237 mg (68%) of the title compound as a white solid. The NMR was consistent with the assigned structure.

Aufarbeitung

  1. customThe product was chromatographed on Chromatotron®
  2. washeluting with 99.5:0.5 methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-711351137c4e4184939db89dae9fc8db
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06639107B1

Verknüpfte Notizen

Wird geladen…