HCID 67263692, Verbindung → HCID 67264544, Verbindung

HRID 1040833Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1040833
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]2[CH2:8][CH2:9][N:10]([CH2:13][C@H:14]([O:19][CH3:20])[C:15]([F:18])([F:17])[F:16])[CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-])=O>CO.[Pd]>[F:18][C:15]([F:16])([F:17])[C@@H:14]([O:19][CH3:20])[CH2:13][N:10]1[CH2:11][CH2:12][C:6]2[CH:5]=[C:4]([NH2:1])[CH:22]=[CH:21][C:7]=2[CH2:8][CH2:9]1

Komponenten

4

Edukt 1

HCID 67263692HCID 67263692, Verbindung

Produkt 1

HCID 67264544HCID 67264544, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

7-Nitro-3-((S)-3,3,3-trifluoro-2-methoxy-propyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (171 mg, 0.538 mmol, 1.0 eq) was placed in methanol (20 mL) and 10% palladium on carbon (17 mg) was added. The reaction was hydrogenated at 25 psi for 30 minutes. The mixture was then filtered through celite and concentrated under reduced pressure to obtain 3-((S)-3,3,3-trifluoro-2-methoxy-propyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine as a green amorphous solid (113 mg, 73%). LCMS (m/e) 289 (M+1); 1H-NMR (CDCl3, 400 MHz) δ 6.89 (d, 1H, J=7.5 Hz), 6.51-6.45 (m, 2H), 3.76-3.66 (m, 1H), 3.61 (s, 3H), 3.63-3.52 (m, 2H), 2.88-2.79 (m, 6H), 2.78-2.69 (m, 4H).

Aufarbeitung

  1. filtrationThe mixture was then filtered through celite and
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e5a511e8fcb1476a99c429f4a5f3b033
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552186B2

Notizen zur Reaktion

Wird geladen…