tert-Butyl 2-[(3R*,4S*)-1-[(2,6-dichlorophenyl)methyl]-3-[(1-hexylpiperidin-4-yl)carbamoyl]-4-methylpyrrolidin-3-yl]acetate → tert-Butyl 2-[(3R*,4S*)-3-[(1-hexylpiperidin-4-yl)carbamoyl]-4-methylpyrrolidin-3-yl]acetate

HRID 446030Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 446030
ClC1C=CC=C(Cl)C=1C[N:10]1[CH2:14][C@@H:13]([CH3:15])[C@@:12]([CH2:31][C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])([C:16](=[O:30])[NH:17][CH:18]2[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:20][CH2:19]2)[CH2:11]1>[OH-].[Pd+2].[OH-].CO>[CH2:24]([N:21]1[CH2:20][CH2:19][CH:18]([NH:17][C:16]([C@:12]2([CH2:31][C:32]([O:34][C:35]([CH3:37])([CH3:36])[CH3:38])=[O:33])[C@H:13]([CH3:15])[CH2:14][NH:10][CH2:11]2)=[O:30])[CH2:23][CH2:22]1)[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Komponenten

4

Edukt 1

HCID 71293842tert-Butyl 2-[(3R*,4S*)-1-[(2,6-dichlorophenyl)methyl]-3-[(1-hexylpiperidin-4-yl)carbamoyl]-4-methylpyrrolidin-3-yl]acetate

Produkt 1

HCID 71293828tert-Butyl 2-[(3R*,4S*)-3-[(1-hexylpiperidin-4-yl)carbamoyl]-4-methylpyrrolidin-3-yl]acetateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Methanol (10 ml) and 20% palladium hydroxide (50 mg) were added to 250 mg of tert-butyl 2-[(3R*,4S*)-1-[(2,6-dichlorophenyl)methyl]-3-[(1-hexylpiperidin-4-yl)carbamoyl]-4-methylpyrrolidin-3-yl]acetate obtained in Example 10h, followed by stirring at room temperature for two hours under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated to give the title compound (180 mg).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-0805993024fb47208219682df3b1a16c
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476301B2

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