Hydrochloric Acid → 7a-(5-Bromo-6-fluoro-3-pyridinyl)-hexahydro-1h-pyrrolizine hydrochloride salt

HRID 3326

Reaction equation

HRID 3326 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9]23[CH2:16][CH2:15][CH2:14][N:13]2[CH2:12][CH2:11][CH2:10]3)[CH:5]=[N:6][C:7]=1[F:8].[ClH:17]>CCOCC>[ClH:17].[Br:1][C:2]1[CH:3]=[C:4]([C:9]23[CH2:16][CH2:15][CH2:14][N:13]2[CH2:12][CH2:11][CH2:10]3)[CH:5]=[N:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347337a-(5-bromo-6-fluoro-3-pyridinyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 189347817a-(5-Bromo-6-fluoro-3-pyridinyl)-hexahydro-1h-pyrrolizine hydrochloride saltYield 87%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(5-bromo-6-fluoro-3-pyridinyl)-hexahydro-1H-pyrrolizine was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the solid was triturated with Et2O and dried to afford the title compound as a white powder (59 mg, 87%): mp 213°-215° C.; 1H NMR D2O, 300 MHz) δ2.15-2.49 (m, 6H), 2.56-2.65 (m, 2H), 3.34-3.42 (m, 2H), 3.78-3.87 (m, 2H), 8.31 (dd, J=2.4, 1.0 Hz, 1H), 8.38 (dd, J=7.8, 2.4 Hz, 1H); MS (CI/NH3) m/z: 285/287 (M+H)+; MS (CI/NH3): m/z 285/287 (M+H+). Anal. Calcd for C12H14BrFN2.HCl: C, 44.81; H, 4.70; N, 8.71. Found: C, 45.04; H, 4.25; N, 8.48.

Workup

  1. customThe solvent was removed
  2. customthe solid was triturated with Et2O
  3. customdried

Sources & evidence

ORD record
ord-a8c5c25f4fb846a89628f7a3b1c115e3
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Linked notes

Loading…