(4-Methoxy-2-methylphenyl)boronic acid → (1R,2S)-1-{[3,6-diethyl-5-(4-methoxy-2-methylphenyl)pyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol

HRID 1612129Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1612129
ClC1C=C(Cl)C=CC=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][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[CH:34]=[CH:33][C:32]=1B(O)O>>[CH2:28]([C:11]1[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]([CH2:15][CH3:16])=[C:9]([C:32]2[CH:33]=[CH:34][C:35]([O:37][CH3:38])=[CH:36][C:31]=2[CH3:30])[N:10]=1)[CH3:29]

Komponenten

3

Edukt 2

HCID 2773486(4-Methoxy-2-methylphenyl)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 58583393(1R,2S)-1-{[3,6-diethyl-5-(4-methoxy-2-methylphenyl)pyrazin-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 2-methyl-4-methoxyphenylboronic acid and making non-critical variations provided the title compound as a peach colored foam. IR (diffuse reflectance) 3439, 2968, 2933, 2875, 1608, 1564, 1482, 1391, 1294, 1279, 1242, 1204, 1175, 1050, 742 cm−1; OAMS supporting ions at: ESI+ 404.0 & ESI− 402.1; MS (EI) m/z 403 (M+); HRMS (FAB) calcd for C25H29N3O2+H1 404.2338, found 404.2324. Anal. Calcd for C25H29N3O2: C, 74.41; H, 7.24; N, 10.41. Found: C, 74.05; H, 7.44; N, 10.28.

Quellen und Nachweise

ORD-Eintrag
ord-41032702a4e04a13bd5e35b169ad3f48
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06992087B2

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