Tert-butyl (piperidin-4-ylmethyl)carbamate → 4-(tert-Butoxycarbonylaminomethyl)-1-(4-chloro-5-isoquinolinesulfonyl)piperidine

HRID 2425433

Reaktionsgleichung

Reaktionsgleichung von HRID 2425433
[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.[H][H].[C:18]([O:22][C:23]([NH:25][CH2:26][CH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)=[O:24])([CH3:21])([CH3:20])[CH3:19].BrC1C2C(S(Cl)(=O)=O)=CC=CC=2C=NC=1.C(OC(N[C@H]1CCNC1)=O)(C)(C)C>>[C:18]([O:22][C:23]([NH:25][CH2:26][CH:27]1[CH2:28][CH2:29][N:30]([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])[CH2:31][CH2:32]1)=[O:24])([CH3:21])([CH3:19])[CH3:20]

Komponenten

6

Edukt 5

HCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 1514396(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 145800584-Bromo-5-isoquinolinesulfonyl chlorideHCID 221219084-Chloroisoquinoline-5-sulfonyl chlorideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 672439794-(tert-Butoxycarbonylaminomethyl)-1-(4-chloro-5-isoquinolinesulfonyl)piperidine

Versuchsvorschrift

4-Chloro-5-isoquinolinesulfonyl chloride obtained in Reference Example 7 (131 mg) and 4-(tert-butoxycarbonylaminomethyl)piperidine (129 mg, Acros) were used in the method of Example 1-1, Step A instead of 4-bromo-5-isoquinolinesulfonyl chloride and (S)-3-(tert-butoxycarbonylamino)pyrrolidine, respectively, to obtain the title compound (209 mg).

Quellen und Nachweise

ORD-Eintrag
ord-886c94e7f6864df5ab1fc60ab8e691e9
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07964613B2

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