(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamide → HCID 178505034, Verbindung
Reaktionsgleichung
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([N:12]3[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]3)=[CH:8][CH:7]=2)=[N:4][N:3]=[N:2]1.[NH2:19][CH2:20][C@@H:21]([C:23]1[CH:24]=[CH:25][C:26]([OH:34])=[C:27]([NH:29][S:30]([CH3:33])(=[O:32])=[O:31])[CH:28]=1)[OH:22]>>[OH:34][C:26]1[CH:25]=[CH:24][C:23]([CH:21]([OH:22])[CH2:20][NH:19][CH:15]2[CH2:16][CH2:17][N:12]([C:9]3[CH:10]=[CH:11][C:6]([C:5]4[NH:4][N:3]=[N:2][N:1]=4)=[CH:7][CH:8]=3)[CH2:13][CH2:14]2)=[CH:28][C:27]=1[NH:29][S:30]([CH3:33])(=[O:32])=[O:31]Komponenten
3
Versuchsvorschrift
The title compound was prepared from 1-[4-(1H-tetrazol-5-yl)-phenyl]-piperidine-4-one (which was obtained in Example 47) and N-[5-((1R)-2-amino-1-hydroxy- ethyl)-2-hydroxy-phenyl]-methanesulfonamide (which was obtained in Example 10) according to the procedure of Example 73 as a white solid; mp >175° C. (decomposed); 1H NMR (300 MHz, DMSO-d6) δ 1.40-1.65 (m, 2H), 1.90-2.10 (m, 2H), 2.70-3.10 (m, 5H), 2.95 (s, 3H), 3.70-3.85 (m, 2H), 4.69 (dd, J=9.3, 3.0 Hz, 1H), 6.89 (d, J=8.3 Hz, 1H), 6.97 (d, J=8.9 Hz, 2H), 7.06 (dd, J=8.3, 2.0 Hz, 1H), 7.24 (d, J=2.0 Hz, 1H), 7.80 (d, J=8.9 Hz, 2H); MS (ES) m/z: 474.1 (MH+); HRMS Calcd. for C21H28N7O4S(MH+): 474.1918. Found: 474.1912.
Quellen und Nachweise
- ORD-Eintrag
- ord-c44374ca2c6b477780c2b973c7ed0a55
- Quelldatensatz
- uspto-grants-2003_02
- Patentnummer
- US06525202B2
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