Reaktion #1269867

ord-9c9ca475cc9849118ddac77e2d61125e

Reaktionsgleichung

CCN(CC)CC
Et3N
CC(C)(C)OC(=O)N1CCC2(CCNC2)C1
tert-butyl 2,7-diazaspiro[4.4]nonane-2-carboxylate
Clc1nnnn1-c1ccccc1
5-chloro-1-phenyl-1H-tetrazole
CC(C)(C)OC(=O)N1CCC2(CCN(c3nnnn3-c3ccccc3)C2)C1
tert-butyl 7-(1-phenyl-1H-tetrazol-5-yl)-2,7-diazaspiro[4.4]nonane-2-carboxylate

Lösungsmittel

Reaktionsbedingungen

Temperatur
115°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe reaction was quenched with water (50 mL)
  2. 2
    ExtraktionThe aqueous layer was extracted with EtOAc (3×50 mL)
  3. 3
    TrocknenThe combined organic phase was dried over MgSO4
  4. 4
    Einengenconcentrated
  5. 5
    Sonstigeto give a residue which
  6. 6
    Sonstigewas purified by silica gel chromatography

Vorschrift

Et3N (5 mL) was added into a solution of tert-butyl 2,7-diazaspiro[4.4]nonane-2-carboxylate (1 g) and 5-chloro-1-phenyl-1H-tetrazole (1 g) in dioxane (50 mL). The mixture was heated to 115° C. for 24 hours. The reaction was quenched with water (50 mL). The aqueous layer was extracted with EtOAc (3×50 mL). The combined organic phase was dried over MgSO4 and concentrated to give a residue which was purified by silica gel chromatography to give tert-butyl 7-(1-phenyl-1H-tetrazol-5-yl)-2,7-diazaspiro[4.4]nonane-2-carboxylate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08664213B2uspto-grants-2014_03