Pyrrolidine → Hydrochloric Acid

HRID 1962449

Reaktionsgleichung

Reaktionsgleichung von HRID 1962449
[Cl:1][C:2]1[C:11]2[C:10]([S:12](Cl)(=[O:14])=[O:13])=[CH:9][CH:8]=[CH:7][C:6]=2[CH:5]=[N:4][CH:3]=1.N1CCCC1.BrC1C2C(S([Cl:35])(=O)=O)=CC=CC=2C=NC=1.[C:36]([O:40][C:41]([N:43]([C@H:45]1[CH2:49][CH2:48][NH:47][CH2:46]1)[CH3:44])=[O:42])([CH3:39])([CH3:38])[CH3:37]>>[C:36]([O:40][C:41]([N:43]([C@@H:45]1[CH2:49][CH2:48][N:47]([S:12]([C:10]2[C:11]3[C:2]([Cl:1])=[CH:3][N:4]=[CH:5][C:6]=3[CH:7]=[CH:8][CH:9]=2)(=[O:14])=[O:13])[CH2:46]1)[CH3:44])=[O:42])([CH3:39])([CH3:37])[CH3:38].[Cl:1][C:2]1[C:11]2[C:10]([S:12]([N:47]3[CH2:48][CH2:49][C@@H:45]([NH:43][CH3:41])[CH2:46]3)(=[O:14])=[O:13])=[CH:9][CH:8]=[CH:7][C:6]=2[CH:5]=[N:4][CH:3]=1.[ClH:35]

Komponenten

7

Edukt 4

HCID 31268PyrrolidineHCID 7171888(S)-Methyl-pyrrolidin-3-yl-carbamic acid tert-butyl esterHCID 145800584-Bromo-5-isoquinolinesulfonyl chlorideHCID 221219084-Chloroisoquinoline-5-sulfonyl chloride

Produkt 3

HCID 313Hydrochloric AcidHCID 67243985(R)-1-(4-chloro-5-isoquinolinesulfonyl)-3-(methylamino)pyrrolidineHCID 67245481(R)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine

Versuchsvorschrift

(R)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine (Intermediate 21b) was prepared by using 4-chloro-5-isoquinolinesulfonyl chloride and (R)-31N-(tert-butoxycarbonyl)-N-methyl-amino]pyrrolidine in the method of Example 1-3, Step A instead of 4-bromo-5-isoquinolinesulfonyl chloride and (S)-3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine, respectively, and then used in the method of Example 1-3, Step B in a similar manner to obtain the title compound as hydrochloride.

Quellen und Nachweise

ORD-Eintrag
ord-ab1d6ed75d934fd3a1ba91497507b921
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415372B2

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