Ammonium Acetate → (S)-6,6-Dimethyl-4-((S)-2-[(2-methyl-pyridine-3-carbonyl)amino]propyl)-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide

HRID 552227Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 552227
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([NH:22][C:23]([C@@H:25]3[CH2:30][O:29][C:28]([CH3:32])([CH3:31])[CH2:27][N:26]3[CH2:33][C@@H:34]([NH2:36])[CH3:35])=[O:24])[CH:21]=1)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1.[CH3:37][C:38]1[N:46]=[CH:45][CH:44]=[CH:43][C:39]=1[C:40](O)=[O:41].C([O-])(=O)C.[NH4+]>>[Cl:8][C:9]1[CH:10]=[C:11]2[C:19](=[C:20]([NH:22][C:23]([C@@H:25]3[CH2:30][O:29][C:28]([CH3:31])([CH3:32])[CH2:27][N:26]3[CH2:33][C@@H:34]([NH:36][C:40]([C:39]3[C:38]([CH3:37])=[N:46][CH:45]=[CH:44][CH:43]=3)=[O:41])[CH3:35])=[O:24])[CH:21]=1)[NH:18][C:17]1[CH:16]=[N:15][CH:14]=[CH:13][C:12]2=1

Komponenten

4

Edukt 3

HCID 517165Ammonium AcetateHCID 6433732-Methylnicotinic acidHCID 67165199(s)-4-((s)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9h-beta-carbolin-8-yl)-amide trifluoroacetate salt

Produkt 1

HCID 59337522(S)-6,6-Dimethyl-4-((S)-2-[(2-methyl-pyridine-3-carbonyl)amino]propyl)-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amideAusbeute 75 %

Versuchsvorschrift

The desired compound was prepared according to Method E from (S)-4-((S)-2-Amino-propyl)-6,6-dimethyl-morpholine-3-carboxylic acid (6-chloro-9H-beta-carbolin-8-yl)-amide trifluoroacetate salt and 2-methyl-nicotinic acid in 75% yield. 1H-NMR (300 MHz, DMSO-d6): δ 1.21 (s,3H), 1.22 (d,3H), 1.36 (s,3H), 2.10 (d,1H), 2.42 (m,1H), 2.60 (m,1H), 2.99 (d,1H), 3.20 (m,1H), 3.92 (m,2H), 4.22 (m,1H), 7.22 (dd,1H), 7.65 (d,1H), 7.90 (s,1H), 8.16 (d,1H), 8.23 (s,1H), 8.31 (d,1H), 8.38 (d,1H), 8.45 (d,1H), 9.02 (s,1H), 10.04 (s,1H), 11.26 (s,1H). Retention Time (LC, method: ammonium acetate standard): 2.16 min. MS (M+H+): 535.5.

Aufarbeitung

  1. custom2.16 min

Quellen und Nachweise

ORD-Eintrag
ord-c9349235f89743f1a73a781f8a3899f8
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951801B2

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