Triethylamine → HCID 12001815, Verbindung

HRID 656465Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 656465
[O:1]1[C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=[CH:2]1.[NH:9]1[CH2:13][CH2:12][C:11]2([N:18]3[CH:19]=[N:20][CH:21]=[C:17]3[CH2:16][CH2:15][CH2:14]2)[CH2:10]1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>ClCCl>[O:1]1[C:5]([C:6]([N:9]2[CH2:13][CH2:12][C:11]3([N:18]4[CH:19]=[N:20][CH:21]=[C:17]4[CH2:16][CH2:15][CH2:14]3)[CH2:10]2)=[O:8])=[CH:4][N:3]=[CH:2]1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 16340557Oxazole-5-carboxylic AcidHCID 685753067,8-dihydro-6H-spiro[imidazo[1,5-a]pyridine-5,3'-pyrrolidine]

Produkt 1

HCID 12001815HCID 12001815, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

1.5 mmol of oxazole-5-carboxylic acid [118994-90-4] are dissolved in 5 ml of dichloro-methane and the solution is admixed at 0° C. with 1.6 mmol of chlorenamine. The reaction solution is subsequently stirred at room temperature for an hour and then added dropwise at 0° C. to a solution of 1 mmol of 7,8-dihydro-6H-spiro[imidazo[1,5-a]pyridine-5,3′-pyrrolidine] (Example 3a) and 2 mmol of triethylamine in 5 ml of dichloromethane. The reaction mixture is subsequently stirred at room temperature for 3 hours, poured into saturated aqueous sodium hydrogen carbonate solution and extracted with dichloromethane (3×). The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

Aufarbeitung

  1. customis admixed at 0° C. with 1.6 mmol of chlorenamine
  2. stirringThe reaction mixture is subsequently stirred at room temperature for 3 hours
  3. extractionextracted with dichloromethane (3×)
  4. washThe combined organic extracts are washed with brine
  5. dry with materialdried with sodium sulphate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3410cf97abe74e1682f331873a2a010f
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071773B2

Notizen zur Reaktion

Wird geladen…