Hydrochloric Acid → HCID 18934763, compound

HRID 3299Notes

Reaction equation

HRID 3299 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)[CH:5]=[N:6][CH:7]=1.[ClH:16]>CCOCC>[ClH:16].[F:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)[CH:5]=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347487a-(5-Fluoro-3-pyridinyl)-hexahydro-1h-pyrrolizine

Product 1

HCID 18934763HCID 18934763, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(5-fluoro-3-pyridinyl)-hexahydro-1H-pyrrolizine (62 mg, 0.24 mmol, from step 12d) was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the precipitate was triturated with to give a white solid (57.1 mg, 69%). mp 168°-169° C. 1H NMR D2O, 300 MHz) 67 2.13-2.50 (m, 6H), 2.58-2.67 (m, 2H), 3.34-3.42 (m, 2H), 3.78-3.87 (m, 2H), 7.24 (dd, J=8.8, 2.4, Hz, 1H), 8.13 (ddd, J=8.8, 7.2, 2.7 Hz, 1H), 8.36 (dd, J=2.7, 1.4 Hz, 1H); MS (CI/NH3) m/z: 207 (M+H)+. Anal. Calcd for Cl12H16 ClFN2 : C, 59.38; H, 6.64; N, 11.54. Found: C, 59.51; H, 6.52; N, 11.30.

Workup

  1. customThe solvent was removed
  2. customthe precipitate was triturated with

Sources & evidence

ORD record
ord-b9f158cd252c4dcaaab2ab046391e1e9
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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