(S)-3-Methylpiperidine → HCID 86706938, Verbindung

HRID 1750277

Reaktionsgleichung

Reaktionsgleichung von HRID 1750277
[Br:1][C:2]1[C:10]2[C:9](Cl)=[N:8][CH:7]=[N:6][C:5]=2[N:4]([S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:3]=1.[CH3:22][C@H:23]1[CH2:28][CH2:27][CH2:26][NH:25][CH2:24]1.C[C@@H]1OCCN(C2C3C(C4C=C(C=CC=4)C#N)=CNC=3N=CN=2)C1>>[Br:1][C:2]1[C:10]2[C:9]([N:25]3[CH2:26][CH2:27][CH2:28][C@H:23]([CH3:22])[CH2:24]3)=[N:8][CH:7]=[N:6][C:5]=2[N:4]([S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:3]=1

Komponenten

4

Edukt 3

HCID 641100(S)-3-MethylpiperidineHCID 577502825-Bromo-4-Chloro-7-Tosyl-7H-Pyrrolo[2,3-D]PyrimidineHCID 72706904HCID 72706904, Verbindung

Produkt 1

HCID 86706938HCID 86706938, Verbindung

Versuchsvorschrift

5-Bromo-4-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidine (P3) was reacted with the hydrochloride salt of (3S)-3-methylpiperidine according to the method described for preparation of 3-{4-[(2S)-2-methylmorpholin-4-yl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}benzonitrile (6) in Example 6. In this case, purification was effected via silica gel chromatography (Eluent: 5:1 petroleum ether/ethyl acetate), providing the product as a white solid. Yield: 4.3 g, 9.6 mmol, 92%.

Aufarbeitung

  1. customIn this case, purification

Quellen und Nachweise

ORD-Eintrag
ord-fbe80560e72d44b58d74b7d688d41ba9
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156845B2

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