N-(3,4-dihydro-2H-thiochromen-4-yl)-3,6-diethylpyrazin-2-amine → 5-bromo-N-(3,4-dihydro-2H-thiochromen-4-yl)-3,6-diethylpyrazin-2-amine

HRID 1612167

Reaktionsgleichung

Reaktionsgleichung von HRID 1612167
[Br:1][C:2]1[N:3]=[C:4]([CH2:21][CH3:22])[C:5]([NH:10][C@@H:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:13][C@@H:12]2O)=[N:6][C:7]=1[CH2:8][CH3:9].[S:23]1C2C(=CC=CC=2)C(NC2C(CC)=NC=C(CC)N=2)CC1>>[Br:1][C:2]1[N:3]=[C:4]([CH2:21][CH3:22])[C:5]([NH:10][CH:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[S:23][CH2:13][CH2:12]2)=[N:6][C:7]=1[CH2:8][CH3:9]

Komponenten

3

Edukt 2

HCID 22147347N-(3,4-dihydro-2H-thiochromen-4-yl)-3,6-diethylpyrazin-2-amineHCID 58583245(1R,2S)-1-[(5-bromo-3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Produkt 1

HCID 221472145-bromo-N-(3,4-dihydro-2H-thiochromen-4-yl)-3,6-diethylpyrazin-2-amine

Versuchsvorschrift

Following the procedure for the preparation of (1R,2S)-1-[(5-bromo-3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol but substituting N-(3,4-dihydro-2H-thiochromen-4-yl)-3,6-diethylpyrazin-2-amine and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ 7.28, 7.19, 7.04, 5.38, 4.50, 3.53, 2.99, 2.84, 2.64, 2.55, 2.13, 1.31, 1.24; 13C NMR (100 MHz, CDCl3) δ 152.50, 149.99, 141.71, 134.14, 134.03, 131.10, 128.59, 127.30, 125.65, 124.88, 48.74, 29.40, 27.58, 25.83, 23.05, 12.52, 11.26; HRMS (EI) calcd for C17H20BrN3S 377.0562, found 377.0565.

Quellen und Nachweise

ORD-Eintrag
ord-5c92c90bc2064aabac985e80c8aa3003
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06992087B2

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