Methane → Rilpivirine Hydrochloride

HRID 2280430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2280430
[CH3:1][C:2]1[CH:3]=[C:4](/[CH:25]=[CH:26]/[C:27]#[N:28])[CH:5]=[C:6]([CH3:24])[C:7]=1[NH:8][C:9]1[CH:10]=[CH:11][N:12]=[C:13]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]#[N:23])=[CH:20][CH:21]=2)[N:14]=1.C.[ClH:30]>CO.C(C(C)=O)C.C(O)(C)C>[CH3:1][C:2]1[CH:3]=[C:4](/[CH:25]=[CH:26]/[C:27]#[N:28])[CH:5]=[C:6]([CH3:24])[C:7]=1[NH:8][C:9]1[CH:10]=[CH:11][N:12]=[C:13]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]#[N:23])=[CH:20][CH:21]=2)[N:14]=1.[ClH:30]

Komponenten

7

Edukt 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 6451164Rilpivirine

Produkt 1

HCID 11711114Rilpivirine Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittel2×HCID 3776IsopropanolLösungsmittelHCID 6569Methyl Ethyl KetoneLösungsmittel

Reaktionsbedingungen

Temperatur
62.5 °C

Versuchsvorschrift

Rilpivirine (20 gm; Chromatographic purity: 96.5%) was suspended in a mixture of methanol and methyl ethyl ketone (1:1, 2000 ml) and then heated to reflux for 1 hour to provide a clear solution. The solution was treated with charcoal and filtered through celite bed. The solvent was distilled off under reduced pressure to obtain a residual solid. To the residual solid was added methanol (200 ml) and then heated to 60 to 65° C. To the solution was added a solution of hydrochloric acid in isopropanol (200 ml) at 60 to 65° C. and stirred for 1 hour 30 minutes. The contents were cooled to room temperature and stirred for 30 minutes. The separated solid was filtered and then dried to provide 14 gm of rilpivirine hydrochloride.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 1 hour
  3. customto provide a clear solution
  4. filtrationfiltered through celite bed
  5. distillationThe solvent was distilled off under reduced pressure
  6. customto obtain a residual solid
  7. temperatureThe contents were cooled to room temperature
  8. stirringstirred for 30 minutes
  9. filtrationThe separated solid was filtered
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-83b3be3bfaaa40a09965ecec7c8f2a08
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09139535B2

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