Hydrochloric Acid → HCID 18934765, Verbindung

HRID 3285Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 3285
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]23[CH2:14][CH2:13][CH2:12][N:11]2[CH2:10][CH2:9][CH2:8]3)[CH:2]=1.CCOCC.[ClH:20]>C(Cl)Cl>[ClH:20].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]23[CH2:8][CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][CH2:14]3)[CH:2]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 104199907a-(3-Pyridinyl)-hexahydro-1h-pyrrolizine

Produkt 1

HCID 18934765HCID 18934765, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

7a-(3-pyridinyl)-hexahydro-1H-pyrrolizine (from step 3a, 125 mg, 0.66 mmol) was dissolved in CH2Cl2 (15 mL) and Et2O saturated with HCl (g) was added dropwise. The solvent was removed, and the remaining solid was triturated with CH2Cl2 (2×) to afford a hygroscopic yellow solid (140 mg, 81%). MS (CI/NH3) m/e: 189 (M+H)+. 1H NMR (D2O, 300 MHz) δ2.13-2.29 (m, 2H), 2.32-2.43 (m, 2H), 2.48-2.69 (m, 4H), 3.40-3.49 (m, 2H), 3.83-3.92 (m, 2H), 7.92 (dd, J=8.5, 5.5 Hz, 1H), 8.43 (ddd, J=8.5, 2.6, 1.4 Hz, 1H), 8.75 (dd, J=5.5, 1.4 Hz, 1H), 8.88 (d, J=2.6 Hz, 1H). Anal. Calcd for C12H18Cl2N2.0.5H2O: C, 53.34; H, 7.09; N, 10.37. Found: C, 53.28; H, 6.96; N, 10.22.

Aufarbeitung

  1. customThe solvent was removed
  2. customthe remaining solid was triturated with CH2Cl2 (2×)

Quellen und Nachweise

ORD-Eintrag
ord-4a0b85df694b48eb9e5baebab0e7dade
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733912

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