Sodium Carbonate → HCID 86688112, Verbindung

HRID 407975

Reaktionsgleichung

[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([N:9]2[CH2:14][CH2:13][CH:12]([N:15]3[CH2:20][CH2:19][CH2:18][C@H:17]([NH:21][CH3:22])[C:16]3=[O:23])[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2].[F:24][C:25]1[CH:30]=[C:29]([S:31]([CH3:34])(=[O:33])=[O:32])[C:28]([F:35])=[CH:27][C:26]=1F.C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C>[F:24][C:25]1[CH:30]=[C:29]([S:31]([CH3:34])(=[O:33])=[O:32])[C:28]([F:35])=[CH:27][C:26]=1[N:21]([CH3:22])[C@H:17]1[CH2:18][CH2:19][CH2:20][N:15]([CH:12]2[CH2:11][CH2:10][N:9]([C:6]3[N:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][N:7]=3)[CH2:14][CH2:13]2)[C:16]1=[O:23]

Komponenten

Reaktionsbedingungen

Temperatur: 130 °C

Versuchsvorschrift

(S)-1′-(5-ethylpyrimidin-2-yl)-3-(methylamino)-1,4′-bipiperidin-2-one (0.040 g, 0.13 mmol), 1,2,4-trifluoro-5-(methylsulfonyl)benzene (Preparation C, 0.053 g, 0.25 mmol) and Na2CO3 (0.040 g, 0.38 mmol) were dissolved in DMF (1 mL) and heated at 130° C. overnight. The reaction was concentrated and the residue was purified using preparative TLC (100% EtOAc) to afford (S)-3-((2,5-difluoro-4-(methylsulfonyl)phenyl)(methyl)amino)-1′-(5-ethylpyrimidin-2-yl)-1,4′-bipiperidin-2-one (0.018 g, 0.035 mmol, 28% yield) as yellow solid. Mass spectrum (apci) m/z=508.3 (M+H).

Aufarbeitung

concentrationThe reaction was concentrated
customthe residue was purified

Quellen und Nachweise

ORD-Eintrag: ord-e88004b53ccb4100a1ec2b880703e257
Quelldatensatz: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08754226B2

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