Pyrrolidine → 7-Benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinoline

HRID 1374780Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1374780
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](Cl)=[CH:14][C:15]([CH3:19])=[N:16]2)=[CH:11][C:10]=1[Br:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>>[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([N:22]3[CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:14][C:15]([CH3:19])=[N:16]2)=[CH:11][C:10]=1[Br:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 31268PyrrolidineHCID 220545547-Benzyloxy-6-bromo-4-chloro-2-methyl-quinoline

Produkt 1

HCID 220545387-Benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinolineAusbeute 62,9 %

Versuchsvorschrift

A mixture of 7-benzyloxy-6-bromo-4-chloro-2-methyl-quinoline (10.0 g, 27.6 mmol) and pyrrolidine (47 mL, 0.562 mol) was refluxed during 3 h. The mixture was cooled down and the pyrrolidine was evaporated under high vacuum. The residue was taken up in dichloromethane, washed with water and brine, dried over sodium sulfate, filtered and the solvents were evaporated under vacuum. 6.9 g of the title compound were obtained. Brown solid, ISP-MS: m/e=399.2 ([M+H]+).

Aufarbeitung

  1. temperaturewas refluxed during 3 h
  2. temperatureThe mixture was cooled down
  3. customthe pyrrolidine was evaporated under high vacuum
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvents were evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f7e7aca3d1cf48ffb887a684460907b2
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07166589B2

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