Hydrochloric Acid → 2-Methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]

HRID 1405366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1405366
[CH3:1][N:2]1[C:18]2([CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]2)[C:6]2=[CH:7][C:8]([C:14]([F:17])([F:16])[F:15])=[C:9]([C:10]([F:13])([F:12])[F:11])[N:5]2[CH2:4][CH2:3]1.Cl>C(Cl)Cl>[CH3:1][N:2]1[C:18]2([CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[C:6]2=[CH:7][C:8]([C:14]([F:15])([F:16])[F:17])=[C:9]([C:10]([F:12])([F:11])[F:13])[N:5]2[CH2:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 86668522Tert-butyl 2-methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-carboxylate

Produkt 1

HCID 866685232-Methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]Ausbeute 2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

tert-Butyl 2-methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-1′-carboxylate (from step 1) was taken up in CH2Cl2 (2 mL) and HCl (1.7 mL of 4 M, 6.8 mmol) was added. The mixture was allowed to stir for 30 min before it was concentrated under reduced pressure. The residue was taken up in ethyl acetate and was washed with sat. aq. NaHCO3, then brine. The organic layer was dried over sodium sulfate, filtered and concentrated to give 2-methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine] (22 mg, 2% over 2 steps). ESI-MS m/z calc. 341.1, found 342.3 (M+1)+; Retention time: 1.29 minutes.

Aufarbeitung

  1. concentrationwas concentrated under reduced pressure
  2. washwas washed with sat. aq. NaHCO3
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-d4e71b4771dd402d8749bac0aa421aa2
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08916565B2

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