(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamide → HCID 46862471, Verbindung

HRID 242456

Reaktionsgleichung

Reaktionsgleichung von HRID 242456
[CH3:1][C:2]([CH3:31])([CH3:30])[C@H:3]([NH:8][C:9](N1C2CCN(C)CC=2C(C2C=C(F)C(F)=CC=2F)=N1)=[O:10])[C:4]([NH:6][CH3:7])=[O:5].[F:32][C:33]1[CH:38]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:36]=[CH:35][C:34]=1[C:43]1[C:47]2[CH2:48][N:49](C(OC(C)(C)C)=O)[CH2:50][CH2:51][C:46]=2[NH:45][N:44]=1.F[C:60]1C=C(C2C3CN(C(OC(C)(C)C)=O)CCC=3NN=2)C=CC=1F>>[CH3:1][C:2]([CH3:30])([CH3:31])[C@H:3]([NH:8][C:9]([N:45]1[C:46]2[CH2:51][CH2:50][N:49]([CH3:60])[CH2:48][C:47]=2[C:43]([C:34]2[CH:35]=[CH:36][C:37]([C:39]([F:41])([F:42])[F:40])=[CH:38][C:33]=2[F:32])=[N:44]1)=[O:10])[C:4]([NH:6][CH3:7])=[O:5]

Komponenten

4

Edukt 3

HCID 46863441(S)-N-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-5-methyl-3-(2,4,5-trifluorophenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine-1-carboxamideHCID 59345327tert-butyl 3-(3,4-difluorophenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylateHCID 66997625HCID 66997625, Verbindung

Produkt 1

HCID 46862471HCID 46862471, Verbindung

Versuchsvorschrift

Compound 43 was prepared according to the procedure described for the synthesis of compound 37 by replacing intermediate 19 with tert-butyl 3-(2-fluoro-4-(trifluoromethyl)phenyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate, which was prepared according to the procedure described for the synthesis of intermediate 15 by replacing 3,4-difluorobenzoyl chloride with 2-fluoro-4-trifluoro-benzoyl chloride. 1H NMR (CDCl3) δ 7.92 (d, J=9.4 Hz, 1H), 7.83 (t, J=7.5 Hz, 1H), 7.50 (d, J=7.5 Hz, 1H), 7.42 (d, J=10.3 Hz, 1H), 6.17 (br, 1H), 4.17 (d, J=9.5 Hz, 1H), 3.52 (s, 2H), 3.21-3.28 (m, 2H), 2.79-2.89 (m, 5H), 2.51 (s, 3H), 1.08 (s, 9H). LCMS (+ESI) m/z=470 [M+H]+.

Aufarbeitung

  1. customwas prepared

Quellen und Nachweise

ORD-Eintrag
ord-298e1aab03a149c696683cba777e3d46
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653127B2

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