Hydrochloric Acid → HCID 18934736, compound

HRID 3333Notes

Reaction equation

HRID 3333 reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([C:13]34[CH2:20][CH2:19][CH2:18][N:17]3[CH2:16][CH2:15][CH2:14]4)[CH:10]=[N:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:21]>CCOCC>[ClH:21].[C:1]1([C:7]2[CH:8]=[C:9]([C:13]34[CH2:20][CH2:19][CH2:18][N:17]3[CH2:16][CH2:15][CH2:14]4)[CH:10]=[N:11][CH:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18934737HCID 18934737, compound

Product 1

HCID 18934736HCID 18934736, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The 7a-(5-phenyl-3-pyridinyl)-hexahydro-1H-pyrrolizine compound from step 25b was dissolved in ether (5 mL) and Et2O saturated with HCl (g) was added. The solvent was removed, and the solid was dried to afford the title compound as yellow needles (13.5 mg): mp 217°-220° C. (dec.); 1H NMR D2O, 300 MHz) δ2.17-2.47 (m, 4H), 2.57-2.73 (m, 4H), 3.41-3.50 (m, 2H), 3.87-3.97 (m, 2H), 7.60-7.68 (m, 3H), 7.75-7.81 (m, 2H), 8.60 (dd, J=2.0, 2.0 Hz, 1H), 8.87 (d, J=2.0 Hz, 1H), 9.04 (d, J=2.0 Hz, 1H); MS (CI/NH3) m/z: 265 (M+H)+. Anal. Calcd for C18H20N2.2.0 HCl.0.1 H2O: C, 63.76; H, 6.60; N, 8.26. Found: C, 63.62; H, 6.48; N, 8.02.

Workup

  1. customThe solvent was removed
  2. customthe solid was dried

Sources & evidence

ORD record
ord-67e631af3ef64f0490cab77fef17bd5e
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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