Trifluoroacetic acid → HCID 89852058, Verbindung

HRID 627146Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 627146
[CH2:1]([O:4][N:5]([C@H:18]1[CH2:23][N:22](C(OC(C)(C)C)=O)[C@H:21]([CH2:31][O:32][CH3:33])[CH:20]=[C:19]1[C:34](=[O:36])[NH2:35])[S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16])(=[O:8])=[O:7])[CH:2]=[CH2:3].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([O:4][N:5]([C@@H:18]1[C:19]([C:34]([NH2:35])=[O:36])=[CH:20][C@@H:21]([CH2:31][O:32][CH3:33])[NH:22][CH2:23]1)[S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N+:15]([O-:17])=[O:16])(=[O:8])=[O:7])[CH:2]=[CH2:3]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 89863149(2S,5R)-tert-butyl 5-(N-(allyloxy)-2-nitrophenylsulfonamido)-4-carbamoyl-2-(methoxymethyl)-5,6-dihydropyridine-1(2H)-carboxylate

Produkt 1

HCID 89852058HCID 89852058, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of Intermediate 112 (729 mg, 1.38 mmol) in dichloromethane (10 mL) was added trifluoroacetic acid (2133 μl, 27.69 mmol). This solution was slightly darker after addition. The reaction was placed under a nitrogen atmosphere and stirred until LCMS analysis indicated consumption of starting material (˜45 minutes). At that time, solvent was removed in vacuo. The residue was taken up in toluene and sonicated, and then toluene was removed in vacuo. This was repeated twice, affording an orange solid of high purity by proton NMR. The product was taken forward without further purification.

Aufarbeitung

  1. additionafter addition
  2. customconsumption of starting material (˜45 minutes)
  3. customAt that time, solvent was removed in vacuo
  4. customsonicated
  5. customtoluene was removed in vacuo
  6. customaffording an orange solid of high purity by proton NMR
  7. customThe product was taken forward without further purification

Quellen und Nachweise

ORD-Eintrag
ord-c91c1c4dcef440028f7e7a76c3efcb6c
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309245B2

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