Triethylamine → HCID 66673692, Verbindung

Reaktionsgleichung

[CH3:1][O:2][CH2:3][C:4](Cl)=[O:5].[Br:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:18][CH2:17][C@@H:16]([NH2:19])[CH2:15]2)=[N:12][CH:13]=1.C(N(CC)CC)C>ClCCl>[Br:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:18][CH2:17][C@@H:16]([NH:19][C:4](=[O:5])[CH2:3][O:2][CH3:1])[CH2:15]2)=[N:12][CH:13]=1

Komponenten

Versuchsvorschrift

Add methoxyacetyl chloride (208 μL, 2.27 mmol) to a 0° C. solution of (R)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-ylamine (0.5 g, 2.07 mmol) and triethylamine (317 μL, 2.27 mmol) in dichloromethane (10 mL). Remove the ice bath and stir the reaction overnight. Wash the reaction mixture with 10% aqueous NaHSO4 (20 mL). Separate the organic portion and extract the aqueous portion with dichloromethane (2×10 mL). Dry the combined organics over Na2SO4, filter, and concentrate to dryness. Purify using chromatography (0 to 5% MeOH/CH2Cl2) to afford 525 mg (81%) of the title compound. LC-MS/ES m/z (79Br) 314.0 [M+H]+.