(6-(Dimethylamino)-4-methylpyridin-3-yl)boronic acid → (1R,2S)-1-({5-[6-(dimethylamino)-4-methylpyridin-3-yl]-3,6-diethylpyrazin-2-yl}amino)-2,3-dihydro-1H-inden-2-ol

HRID 1612137

Reaktionsgleichung

Reaktionsgleichung von HRID 1612137
Cl[C:2]1C=C(Cl)[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([CH2:28][CH3:29])[C:12]([NH:17][C@@H:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20][C@@H:19]2[OH:27])=[N:13][C:14]=1[CH2:15][CH3:16].[CH3:30][N:31]([CH3:42])[C:32]1[N:37]=CC(B(O)O)=C(C)[CH:33]=1>>[CH3:30][N:31]([CH3:42])[C:32]1[N:37]=[CH:2][C:3]([C:9]2[N:10]=[C:11]([CH2:28][CH3:29])[C:12]([NH:17][C@@H:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH2:20][C@@H:19]3[OH:27])=[N:13][C:14]=2[CH2:15][CH3:16])=[C:4]([CH3:5])[CH:33]=1

Komponenten

3

Edukt 2

HCID 22147341(6-(Dimethylamino)-4-methylpyridin-3-yl)boronic acidHCID 58583246(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol

Produkt 1

HCID 58583251(1R,2S)-1-({5-[6-(dimethylamino)-4-methylpyridin-3-yl]-3,6-diethylpyrazin-2-yl}amino)-2,3-dihydro-1H-inden-2-ol

Versuchsvorschrift

Following the procedure for the preparation of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol but substituting 6-(dimethylamino)-4-methylpyridin-3-ylboronic acid and making non-critical variations provided the title compound as a light yellow amorphous solid. IR (diffuse reflectance) 3448, 2962, 2954, 2933, 1611, 1567, 1520, 1482, 1392, 1376, 1174, 1160, 1046, 741, 737 cm−1; OAMS supporting ions at: ESI+ 418.3; MS (EI) m/z 417 (M+); HRMS (FAB) calcd for C25H31N5O+H1 418.2607, found 418.2611. Anal. Calcd for C25H31N5O: C, 71.91; H, 7.48; N, 16.77. Found: C, 71.59; H, 7.57; N, 16.40.

Quellen und Nachweise

ORD-Eintrag
ord-c95fc15757ad42c3a10dae92b39cb7f3
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06992087B2

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