(R)-2-[2-(4-methyl-piperidin-1-yl)ethyl]pyrrolidine-1-carboxylic acid, tert-butyl ester → HCID 54041338, Verbindung

HRID 1386022Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1386022
[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2C(OC(C)(C)C)=O)[CH2:4][CH2:3]1>FC(F)(F)C(O)=O.ClCCl>[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C@H:10]2[CH2:14][CH2:13][CH2:12][NH:11]2)[CH2:4][CH2:3]1

Komponenten

4

Edukt 1

HCID 10709075(R)-2-[2-(4-methyl-piperidin-1-yl)ethyl]pyrrolidine-1-carboxylic acid, tert-butyl ester

Produkt 1

HCID 54041338HCID 54041338, VerbindungAusbeute 101,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of the protected amine, (R)-2-[2-(4-methyl-piperidin-1-yl)ethyl ]pyrrolidine-1-carboxylic acid, tert-butyl ester (D5) (3.0 g, 10 mmol) in trifluoroacetic acid (15 ml) and dichloromethane (50 ml) was heated to reflux for 18 hours. The reaction mixture was concentrated and the residue partitioned between CH2Cl2 and sat. aqueous K2CO3. The organic phase was dried and concentrated to afford the title compound (2.0 g, q) MH+ 197.

Aufarbeitung

  1. temperatureto reflux for 18 hours
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue partitioned between CH2Cl2 and sat. aqueous K2CO3
  4. customThe organic phase was dried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6d766e5fd2214577a1c990c70076b4fe
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265408B1

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