(R)-2-amino-3-methylbutanamide → 5-((1-methyl-1H-indol-4-yl)amino)-3-(((5-oxopyrrolidin-2-yl)methyl)amino)-1,2,4-triazine-6-carboxamide

HRID 577429

Reaktionsgleichung

Reaktionsgleichung von HRID 577429
NC(=O)[C@H:3]([NH:7][C:8]1[N:9]=[N:10][C:11]([C:25]([NH2:27])=[O:26])=[C:12]([NH:14][C:15]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:16]=2[CH:17]=[CH:18][N:19]3[CH3:24])[N:13]=1)[CH:4]([CH3:6])C.NCC1[NH:35][C:34](=[O:36])[CH2:33]C1.N[C@H](C(C)C)C(N)=O>>[CH3:24][N:19]1[C:20]2[C:16](=[C:15]([NH:14][C:12]3[N:13]=[C:8]([NH:7][CH2:3][CH:4]4[CH2:6][CH2:33][C:34](=[O:36])[NH:35]4)[N:9]=[N:10][C:11]=3[C:25]([NH2:27])=[O:26])[CH:23]=[CH:22][CH:21]=2)[CH:17]=[CH:18]1

Komponenten

4

Edukt 3

HCID 444079(R)-2-amino-3-methylbutanamideHCID 141431895-(Aminomethyl)pyrrolidin-2-oneHCID 86706423(R)-3-((1-amino-3-methyl-1-oxobutan-2-yl)amino)-5-((1-methyl-1H-indol-4-yl)amino)-1,2,4-triazine-6-carboxamide

Produkt 1

HCID 867064225-((1-methyl-1H-indol-4-yl)amino)-3-(((5-oxopyrrolidin-2-yl)methyl)amino)-1,2,4-triazine-6-carboxamide

Versuchsvorschrift

The title compound was prepared in a similar procedure as described in Example (R)-3-((1-amino-3-methyl-1-oxobutan-2-yl)amino)-5-((1-methyl-1H-indol-4-yl)amino)-1,2,4-triazine-6-carboxamide. Here though, 5-(aminomethyl)pyrrolidin-2-one was utilized instead of (R)-2-amino-3-methylbutanamide. MS found for C18H20N8O2 as (M+H)+ 381.3. UV: λ=219, 239, 292 nm. Proton NMR: (CD3OD) δ 7.90 (1H, d, J=8.0 Hz), 7.36-7.22 (3H, m), 6.60 (1H, dd, J=0.8 Hz, 2.8 Hz), 3.98 (1H, m), 3.84 (3H, s), 3.62-3.51 (2H, m), 2.40, −2.20 (3H, m), 1.90 (1H, m) ppm.

Quellen und Nachweise

ORD-Eintrag
ord-9f1d139deb72439c83c98d1fa749157b
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040530B2

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