Methanol → Methyl(3r,4s)-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonylpiperidine-3-carboxylate

HRID 535092

Reaktionsgleichung

Reaktionsgleichung von HRID 535092
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C@H:17]3[CH2:22][CH2:21][N:20](C(OCC4C=CC=CC=4)=O)[CH2:19][C@@H:18]3[C:33]([O:35][CH3:36])=[O:34])=[O:16])[CH2:11][CH2:10]2)=[C:5]([CH3:37])[CH:4]=1)#[N:2].CO>[Pd]>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]([C@H:17]3[CH2:22][CH2:21][NH:20][CH2:19][C@@H:18]3[C:33]([O:35][CH3:36])=[O:34])=[O:16])[CH2:11][CH2:10]2)=[C:5]([CH3:37])[CH:4]=1)#[N:2]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 1317319311-benzyl 3-methyl (3R,4S)-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonylpiperidine-1,3-dicarboxylate

Produkt 1

HCID 67304591Methyl(3r,4s)-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonylpiperidine-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

To a solution of 1-benzyl 3-methyl (3R,4S)-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonylpiperidine-1,3-dicarboxylate (0.5265 g, 0.001043 mol) in methanol (11.00 mL, 0.2716 mol) was added 10% palladium (93.9 mg, 0.0000883 mol) on carbon at room temp. The reaction mixture was stirred under hydrogen balloon at 1 atm pressure overnight. After overnight stirring reaction mixture was filtered and concentrated to give the product in quantitative yield. MS (ESI): (M+H)+=371.

Aufarbeitung

  1. stirringAfter overnight stirring
  2. customreaction mixture
  3. filtrationwas filtered
  4. concentrationconcentrated
  5. customto give the product in quantitative yield

Quellen und Nachweise

ORD-Eintrag
ord-1248cc08ba7d4cf58d580e07a612785c
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853243B2

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