2-Bromo-5-(trifluoromethyl)pyridine → HCID 66997514, Verbindung

HRID 2363650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2363650
F[C@@H:2]1[CH2:6][N:5]([C:7](OC(C)(C)C)=O)[C@H:4]([C:14](=[O:24])[NH:15][C@@H:16]2[C@@H:23]3[C@@H:19]([CH2:20][NH:21][CH2:22]3)[CH2:18][CH2:17]2)[CH2:3]1.Br[C:26]1[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][N:27]=1.Br[C:37]1C=C(C(F)(F)F)C=CN=1>>[CH3:7][NH:5][C@H:4]([C:14]([NH:15][C@H:16]1[C@H:23]2[C@H:19]([CH2:20][N:21]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][N:27]=3)[CH2:22]2)[CH2:18][CH2:17]1)=[O:24])[CH2:3][CH:2]([CH3:6])[CH3:37]

Komponenten

4

Edukt 3

HCID 27364342-Bromo-5-(trifluoromethyl)pyridineHCID 27815432-Bromo-4-(trifluoromethyl)pyridineHCID 66997253(2S,4S)-tert-butyl 4-fluoro-2-((3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylcarbamoyl)pyrrolidine-1-carboxylate

Produkt 1

HCID 66997514HCID 66997514, Verbindung

Versuchsvorschrift

The title compound was prepared by substituting tert-butyl methyl((S)-4-methyl-1-((3aS,4R,6aR)-octahydrocyclopenta[c]pyrrol-4-ylamino)-1-oxopentan-2-yl)carbamate from Example 349 for (2S,4S)-tert-butyl 4-fluoro-2-((3aR,4S,6aS)-octahydrocyclopenta[c]pyrrol-4-ylcarbamoyl)pyrrolidine-1-carboxylate and 2-bromo-5-(trifluoromethyl)pyridine for 2-bromo-4-(trifluoromethyl)pyridine in the procedure described in Example 637: 1H NMR (500 MHz, pyridine-d5) δ ppm 8.62 (dd, J=1.6, 0.7, 1H), 8.37 (d, J=7.5, 1H), 7.67 (dd, J=8.9, 2.5, 1H), 6.39 (d, J=8.9, 1H), 4.51-4.38 (m, 1H), 3.83 (d, J=9.7, 1H), 3.74-3.64 (m, 1H), 3.63-3.53 (m, 1H), 3.37-3.29 (m, 1H), 3.24 (dd, J=8.3, 5.8, 1H), 2.82-2.68 (m, 2H), 2.45 (s, 3H), 2.23-2.13 (m, 1H), 2.12-1.99 (bs, 1H), 2.00-1.87 (m, 2H), 1.79-1.67 (m, 2H), 1.67-1.57 (m, 1H), 1.42 (dtd, J=13.2, 8.0, 5.1, 1H), 0.93 (d, J=6.6, 3H), 0.87 (d, J=6.6, 3H); MS (ESI+) m/z 399 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-87d24a6e9bfe494f897a7fbb4d0b33a9
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691865B2

Notizen zur Reaktion

Wird geladen…