2-(Dimethylamino)ethanol → HCID 57889332, Verbindung

HRID 1016196Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1016196
I[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[NH2:8][C@@H:9]([C:13]([OH:15])=[O:14])[CH:10]([CH3:12])[CH3:11].CN(CCO)C.[O-]P([O-])([O-])=O.[K+].[K+].[K+].CO.O.C(O)(C(F)(F)F)=O>[Cu]I.O>[CH3:11][CH:10]([CH3:12])[C@@H:9]([NH:8][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1)[C:13]([OH:15])=[O:14]

Komponenten

8

Edukt 5

HCID 79022-(Dimethylamino)ethanolHCID 62657Potassium Phosphate, TribasicHCID 707143-IodopyridineHCID 71563D-ValineHCID 21999908MeOH water TFA

Produkt 1

HCID 57889332HCID 57889332, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

3-Iodopyridine (525 mg, 2.58 mmol), D-valine (250 mg, 2.13 mmol), copper(I) iodide (40.6 mg, 0.213 mmol), dimethylaminoethanol (400 mg, 4.49 mmol), potassium phosphate tribasic (1359 mg, 6.40 mmol), and water (2 mL) was stirred at 80° C. overnight. The reaction was washed with EtOAc, then the aqueous portion was concentrated. The residue was slurried with MeOH and the MeOH portion was concentrated. The product was isolated using preparative reverse phase HPLC (MeOH/water/TFA) and used in next step without further purification.

Aufarbeitung

  1. washThe reaction was washed with EtOAc
  2. concentrationthe aqueous portion was concentrated
  3. concentrationthe MeOH portion was concentrated
  4. customThe product was isolated
  5. customused in next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-23d9d80d2ed8492584bc3739cb0f7aad
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07985861B2

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