Diisopropylethylamine → (R)-N,N-dimethyl-6-(methyl(1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-yl)amino)pyridine-3-sulfonamide

HRID 527944

Reaktionsgleichung

Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[CH3:23][NH:24][C@@H:25]1[CH2:29][CH2:28][N:27]([C:30]2[C:31]3[CH:38]=[CH:37][N:36]([CH2:39][O:40][CH2:41][CH2:42][Si:43]([CH3:46])([CH3:45])[CH3:44])[C:32]=3[N:33]=[CH:34][N:35]=2)[CH2:26]1>CN1C(=O)CCC1.CCOC(C)=O>[CH3:12][N:11]([CH3:13])[S:8]([C:5]1[CH:6]=[N:7][C:2]([N:24]([CH3:23])[C@@H:25]2[CH2:29][CH2:28][N:27]([C:30]3[C:31]4[CH:38]=[CH:37][N:36]([CH2:39][O:40][CH2:41][CH2:42][Si:43]([CH3:46])([CH3:45])[CH3:44])[C:32]=4[N:33]=[CH:34][N:35]=3)[CH2:26]2)=[CH:3][CH:4]=1)(=[O:10])=[O:9]

Komponenten

Reaktionsbedingungen

Temperatur: 200 °C

Versuchsvorschrift

To a solution of 6-chloro-N,N-dimethylpyridine-3-sulfonamide (1 mmol) and DIPEA (2.5 mmol) in NMP (2 mL) was added (R)—N-methyl-1-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine (0.5 mmol). The reaction mixture was stirred at 200° C. for 60 minutes in microwave reactor. After cooling to room temperature, the mixture was diluted with EtOAc, washed with brine, dried, filtered, and concentrated. The residue was purified by chromatography with MeOH/H2O to give the title compound in yellow in 8% yield.

Aufarbeitung

temperatureAfter cooling to room temperature
washwashed with brine
customdried
filtrationfiltered
concentrationconcentrated
customThe residue was purified by chromatography with MeOH/H2O

Quellen und Nachweise

ORD-Eintrag: ord-be4699431d184566942e8e86427920cb
Quelldatensatz: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09346810B2

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