Diisopropylethylamine → HCID 117856350, Verbindung

A solution of 3,5-diamino-6-chloropyrazine-2-carboxylic-acid (Intermediate 1.1.1, 46 mg, 0.25 mmol), 3-amino-1-ethoxycarbonylmethyl-1-[3-(4-methoxy-phenyl)-propyl]-piperidinium bromide trifluoroacetate salt (Intermediate 3.1.2, 230 mg, 0.25 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (86 mg, 0.27 mmol) and N,N-diisopropylethylamine (0.15 mL, 0.1 mmol) in dry N,N-dimethylformamide (5 mL) is stirred for 5 hours at room temperature. The solution is concentrated under reduced pressure to half of the volume, water (2 mL) added and the mixture purified via preparative reverse phase HPLC (gradient of acetonitrile in water+0.05% trifluoroacetic acid). Fractions containing the title compound are concentrated under reduced pressure. The residue is treated with HCl in diethyl ether (2 M, 2 mL), the solvent removed and the residue dried at 50° C. under vacuum. Yield: 56 mg. IC50=0.15.

1. concentrationThe solution is concentrated under reduced pressure to half of the volume, water (2 mL)
2. additionadded
3. customthe mixture purified via preparative reverse phase HPLC (gradient of acetonitrile in water+0.05% trifluoroacetic acid)
4. additionFractions containing the title compound
5. concentrationare concentrated under reduced pressure
6. additionThe residue is treated with HCl in diethyl ether (2 M, 2 mL)
7. customthe solvent removed
8. customthe residue dried at 50° C. under vacuum

ORD-Eintrag

ord-a3a5e5c9a2dd48328160d8f249c6d336

Quelldatensatz

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09096548B2