9-ethyl-2-(methylamino)-9H-pyrido[2,3-b]indole-3-carboxamide → tert-butyl{(1S)-2-[3-(aminocarbonyl)-2-(methylamino)-9H-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate

HRID 421668

Reaktionsgleichung

Reaktionsgleichung von HRID 421668
[NH2:1][C:2]1[C:3]([C:26]([NH2:28])=[O:27])=[CH:4][C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[N:7]([CH2:14][C@@H:15]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH3:16])[C:6]=2[N:25]=1.[CH2:29](N1C2C(=CC=CC=2)C2C=C(C(N)=O)C(NC)=NC1=2)C>>[NH2:28][C:26]([C:3]1[C:2]([NH:1][CH3:29])=[N:25][C:6]2[N:7]([CH2:14][C@@H:15]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:22])[CH3:23])[CH3:16])[C:8]3[C:13]([C:5]=2[CH:4]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3)=[O:27]

Komponenten

3

Edukt 2

HCID 249009329-ethyl-2-(methylamino)-9H-pyrido[2,3-b]indole-3-carboxamideHCID 59513639tert-butyl {(1S)-2-[2-amino-3-(aminocarbonyl)-9h-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate

Produkt 1

HCID 59513645tert-butyl{(1S)-2-[3-(aminocarbonyl)-2-(methylamino)-9H-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamateAusbeute 89 %

Versuchsvorschrift

tert-butyl {(1S)-2-[2-amino-3-(aminocarbonyl)-9H-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate (xvi-b, 20 mg, 0.052 mmol) was alkylated according to procedure detailed in the preparation of 48, to afford tert-butyl {(1S)-2-[3-(aminocarbonyl)-2-(methylamino)-9H-pyrido[2,3-b]indol-9-yl]-1-methylethyl}carbamate (xxxii-a, 20 mg, 89%). NH4OAc QC conditions. M+H=398.

Quellen und Nachweise

ORD-Eintrag
ord-56ac3522643645e9b4b88438c65530fa
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101604B2

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