3-(N-tert-Butoxycarbonyl-N-methylamino)pyrrolidine → Hydrochloric Acid

HRID 1436046

Reaktionsgleichung

Reaktionsgleichung von HRID 1436046
[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([S:12](Cl)(=[O:14])=[O:13])[C:6]=2[C:5]([Cl:16])=[CH:4][N:3]=1.[C:17]([O:21][C:22]([N:24]([C@H:26]1[CH2:30][CH2:29][NH:28][CH2:27]1)[CH3:25])=[O:23])([CH3:20])([CH3:19])[CH3:18].[Cl:31]C1C2C=CC=C(S(Cl)(=O)=[O:43])C=2C(Br)=CN=1.C(O[C:52]([N:54]([CH:56]1[CH2:60][CH2:59][NH:58][CH2:57]1)C)=O)(C)(C)C>>[C:17]([O:21][C:22]([N:24]([C@H:26]1[CH2:30][CH2:29][N:28]([S:12]([C:7]2[C:6]3[C:5]([Cl:16])=[CH:4][N:3]=[C:2]([Cl:1])[C:11]=3[CH:10]=[CH:9][CH:8]=2)(=[O:14])=[O:13])[CH2:27]1)[CH3:25])=[O:23])([CH3:20])([CH3:18])[CH3:19].[OH:43][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([S:12]([N:58]3[CH2:59][CH2:60][C@H:56]([NH:54][CH3:52])[CH2:57]3)(=[O:14])=[O:13])[C:6]=2[C:5]([Cl:16])=[CH:4][N:3]=1.[ClH:31]

Komponenten

7

Edukt 4

HCID 27614043-(N-tert-Butoxycarbonyl-N-methylamino)pyrrolidineHCID 7171888(S)-Methyl-pyrrolidin-3-yl-carbamic acid tert-butyl esterHCID 768514895-Isoquinolinesulfonyl chloride,1,4-dichloro-HCID 768514905-Isoquinolinesulfonyl chloride,4-bromo-1-chloro-

Produkt 3

HCID 313Hydrochloric AcidHCID 86613858(S)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(1,4-dichloro-5-isoquinolinesulfonyl)pyrrolidineHCID 178484869(S)-1-(1-Hydroxy-4-chloro-5-isoquinolinesulfonyl)-3-(methylamino)pyrrolidine

Versuchsvorschrift

(S)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(1,4-dichloro-5-isoquinolinesulfonyl)pyrrolidine (Intermediate 25a) was prepared by using 1,4-dichloro-5-isoquinolinesulfonyl chloride and (S)-3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine in the method of Example 35, Step A instead of 1-chloro-4-bromo-5-isoquinolinesulfonyl chloride and 3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine, respectively, and then used in the method of Example 35, Step B in a similar manner to obtain the title compound as hydrochloride.

Quellen und Nachweise

ORD-Eintrag
ord-a23b4cac50334eae91fcb5272c66bf58
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07618984B2

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