Methanol → HCID 91477957, Verbindung

HRID 1863953Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1863953
[C:1]([O:5][C:6](=[O:24])[NH:7][C@H:8]([CH2:14][C:15]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:16]=1[F:23])[CH2:9][C:10]([NH:12][NH2:13])=[O:11])([CH3:4])([CH3:3])[CH3:2].[F:25][C:26]([F:38])([F:37])[C:27]1[N:31]2[CH2:32][CH2:33][NH:34][C:35](=S)[C:30]2=[N:29][N:28]=1.CO>C(OCC)C>[C:1]([O:5][C:6](=[O:24])[NH:7][C@H:8]([CH2:14][C:15]1[CH:20]=[C:19]([F:21])[C:18]([F:22])=[CH:17][C:16]=1[F:23])[CH2:9][C:10](=[O:11])[NH:12][NH:13][C:35]1[C:30]2[N:31]([C:27]([C:26]([F:38])([F:37])[F:25])=[N:28][N:29]=2)[CH2:32][CH2:33][N:34]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 57973784HCID 57973784, Verbindung2×HCID 57973796HCID 57973796, Verbindung2×

Produkt 1

HCID 91477957HCID 91477957, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 207 mg (0.6 mmol) of tert-butyl[(1R)-3-hydrazino-3-oxo-1-(2,4,5-trifluorobenzyl)propyl]carbamate (Intermediate 4), 110 mg (0.5 mmol) of 3-(trifluoromethyl)-6,7-dihydro[1,2,4]triazolo[4,3-a]pyrazine-8(5H)-thione (Intermediate 6), and 5.5 mL of methanol was stirred at reflux for 1 day. Diethyl ether was added to the cooled solution, resulting in precipitation. The solid was removed by filtration, and the filtrate was concentrated to dryness. Purification of the residue by preparative HPLC (C18 reverse phase column, 30-80% acetonitrile in water containing 0.05% trifluoroacetic acid) afforded the title compound. LC-MS 536 (M+1).

Aufarbeitung

  1. temperatureat reflux for 1 day
  2. customresulting in precipitation
  3. customThe solid was removed by filtration
  4. concentrationthe filtrate was concentrated to dryness
  5. customPurification of the residue by preparative HPLC (C18 reverse phase column, 30-80% acetonitrile in water containing 0.05% trifluoroacetic acid)

Quellen und Nachweise

ORD-Eintrag
ord-7570d26c96434153b623cc6e9ec52412
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625888B2

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